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Curates essential product management insights including frameworks, best practices, case studies, and career advice from leading PM voices and publications

Outputs-to-outcomes, fat-tailed estimation, and practical systems for discovery, feedback, and planning
Feb 3
10 min read
252 docs
Hiten Shah
Product Management
The community for ventures designed to scale rapidly | Read our rules before posting ❤️
+3
This edition covers the shift from outputs to outcomes, practical estimation approaches for fat-tailed uncertainty, and concrete tactics for discovery and community feedback without “product-by-committee.” It also includes real-world lessons on silent feature failure, GTM discovery, and career guidance on PM transitions, portfolios, and job-market signal quality.

Big Ideas

1) Outcome-setting is becoming a two-way negotiation (not a top-down output list)

Teresa Torres’ February reading for Continuous Discovery Habits (Chapter 3) focuses on why the industry is shifting from outputs to outcomes, clarifies the difference between business outcomes vs. product outcomes, and frames outcome setting as a two-way negotiation.

Why it matters: If outcomes are negotiated (rather than dictated), PMs can align delivery to measurable change—not just shipping.

How to apply (this week):

  • In your next planning conversation, explicitly separate business outcomes from product outcomes before discussing work .
  • Treat outcome setting as negotiation: bring evidence from discovery/data, and ask what constraints stakeholders are optimizing for .

2) “Belief → proof” is a product management discipline

Hiten Shah argues that strong founders shorten the distance between belief and proof: when debates start, they run experiments; when objections pile up, they call customers . He warns that untested assumptions compound over time and “the bill” shows up later as churn, missed hires, pricing resistance, and cash stress .

Why it matters: This frames discovery and validation as compounding risk management, not a “nice to have.”

How to apply:

  • Create a cadence to test assumptions weekly (not quarterly) .
  • When internal disagreement emerges, convert it into an experiment instead of extended debate .

3) Estimation breaks under fat-tailed uncertainty—so change the estimation model

A PM thread points to research suggesting software projects have significant overruns and follow power-law (fat-tailed) distributions, with a claim that the average overrun is mathematically infinite under that distribution . Developers also resist estimates because lead time variance is so extreme it doesn’t support a stable “mean” .

A practical response: fat tails mean you should estimate differently, not refuse—use ranges, anchor in historical reference classes, plan for tail scenarios, and use contracts that acknowledge uncertainty . Another thread adds that estimation tension often comes from asking for estimates before intent is clear; better teams make assumptions explicit (scope, unknowns, “good enough”) and treat estimates as decision tools revisited as learning happens .

Why it matters: If your process assumes predictability that doesn’t exist, you get false certainty and brittle commitments.

How to apply:

  • Replace point estimates with ranges and explicitly plan for tail scenarios .
  • Before estimating, make intent explicit: what’s in scope, what’s unknown, and what “good enough” means .
  • Social contract: estimates are decision tools, not commitments, and will be revisited .

4) AI is shifting from “advice” to “execution” (and PMs should build intuition now)

A Product Compass write-up recommends OpenClaw as a way for PMs to build intuition for the shift from “AI that talks” to “AI that acts,” even though it’s “not production-ready” . It highlights:

  • Multiple surfaces, one agent (WhatsApp/Telegram/Slack) as an “AI layer” across existing tools
  • Persistent identity via a durable SOUL.md file with rules/constraints
  • Compounding memory via logs + a synthesized MEMORY.md
  • Proactive agents that initiate actions on a heartbeat
  • “Execution is valuable” when the agent has shell access and many skills

Why it matters: Many teams still evaluate AI as a “chat UX.” These notes describe an interaction model where agents initiate work and execute across systems.

How to apply:

  • Treat agent design as product design: define identity/rules explicitly (e.g., “never send emails without confirmation”) .
  • If experimenting, apply the safety guidance: isolate the environment and use dedicated accounts/tokens—not personal credentials .

Tactical Playbook

1) Validate pain (not vibes): one question that filters false demand

A startup comment describes a common discovery mistake: building features for assumed problems and mistaking “nice, this is cool” for willingness to pay—only to learn it often means “I will never pay for this” . Their fix: ask prospects:

“What’s the last time you actually tried to solve this?”

If they can’t name a specific recent attempt, the pain may not be real enough .

How to apply (script):

  1. Ask the “last time” question .
  2. If they did attempt a workaround, probe what they tried and why it failed (to uncover constraints). (Only do what your conversation context supports; don’t fill gaps with assumptions.)

2) If you can’t talk to users directly, mitigate the “telephone game” loss of nuance

Multiple PMs describe filtered insights as losing the “why” and context behind pain points . Suggested mitigations:

  • Listen to call recordings yourself when you can’t join live .
  • Give intermediaries “better briefs”: ask specific questions, not generic “get feedback” requests .
  • Use behavioral observation methods (e.g., A/B testing) rather than relying solely on stories passed through layers .
  • Track adoption/engagement/funnels; add proxies like CSAT or feedback buttons; if restricted, use session tooling to detect frustration (e.g., rage clicks) .

How to apply (lightweight operating loop):

  1. Define 3–5 specific questions for the next customer conversation cycle (what you must learn) .
  2. Get direct exposure to raw input via recordings (not just notes) .
  3. Pair qualitative input with product behavior signals (adoption/funnel + frustration indicators) .

3) Manage a vocal community without building “product-by-committee”

Several threads warn that open community channels (e.g., Slack/forums) are dominated by the loudest users and can become toxic—likes and public pressure aren’t “real feedback” . Suggested tactics:

  • Form hypotheses and validate via user research, rather than treating threads as decisions .
  • Use a public roadmap as a transparency/communication tool —but keep prioritization tied to company goals and strategy to avoid a feature hodgepodge .
  • Move from public pressure to conversations: small group calls or 1:1s with actual users .
  • Set boundaries on what you’re asking feedback on vs. what you’re only informing about .
  • Add friction by migrating from an open Slack channel to something like an email address; respond quickly so users still feel heard .

How to apply (channel design):

  1. Use public spaces for announcements, not product decisions .
  2. Pull discussion into calls with a representative set of users .
  3. Maintain transparency with a roadmap as communication, not a voting mechanism .

4) Estimation: start coarse, make assumptions explicit, and re-estimate as learning happens

A practical sequence across multiple comments:

  • Start with rough sizing (e.g., “3 weeks, 3 months, or 3 quarters?”) while explicitly saying it won’t be held as a commitment .
  • Re-estimate at the end of each sprint as unknowns resolve and intent becomes clearer .
  • Don’t request estimates before intent is clear; make scope/unknowns/“good enough” explicit first .
  • Use ranges and historical reference classes for fat-tailed uncertainty .

How to apply (meeting checklist):

  1. Align on intent (“good enough,” unknowns, in/out of scope) .
  2. Ask for a coarse bracket estimate (3w/3m/3q) .
  3. Commit to a re-estimation cadence (end of each sprint) .

5) Journey mapping: choose the right level (customer lifecycle vs. in-product flow)

A thread distinguishes:

  • Customer journey: the full lifecycle of interaction with your company (research → signup → onboarding → habitual use), including things like sales pipeline, renewals, upsells, engagement hooks .
  • User journey: tactical flows through specific parts of the product (UX of features) .

Practical mapping guidance:

  • Map a specific scenario (including defects): actions taken (help page, chatbot) and sentiment changes until the user reaches (or fails to reach) the outcome .
  • Focus on main happy flow + main problem path; skip low-volume branches unless significant .

Case Studies & Lessons

1) The “must-have” feature with zero clicks for two years

One PM reports finding a feature considered a “huge deal, must-have” that hadn’t had a single click in over 2 years. They also note metrics often aren’t reviewed unless there’s a big issue, letting features fail silently .

Takeaway: Stakeholder enthusiasm at launch can be a misleading definition of success .

How to apply:

  • Track adoption for “big deal” launches, and explicitly check whether usage matches the narrative .

2) “Talk to 50 customers before writing copy” (GTM discovery as runway protection)

A founder describes GTM missteps that burned runway, then forced a reset: talk to 50 potential customers before writing a single line of marketing copy. Those conversations changed positioning and prevented targeting the wrong ICP .

Takeaway: Discovery isn’t only product requirements—it can directly change positioning and ICP selection .

3) When adoption needs authority: enforcing process and behavior change

Two examples emphasize enforcement requires power/buy-in:

  • A ProjM enforced estimates with CEO support; developers complained briefly, then it became second nature .
  • An internal tool had an “important feature” people ignored out of habit; the CEO mandated usage, the team improved it, and it later had “great results” with users happy .

Takeaway: Explaining the “why” helps, but authority/buy-in can be decisive for adoption and process shifts .

4) Building without validation: a “nice(ish) site” with no reach

A founder recounts building while promising side-by-side discovery, but (due to timing) discovery calls didn’t happen—resulting in a working site with offers but no exposure, no validation, no reach.

Takeaway: Shipping without signal can leave you with output but no proof.


Career Corner

1) Breaking into PM: internal transfers beat the open market for junior roles

A thread notes many companies don’t hire associate/junior PM roles externally; they often fill them via internal transfers, and the roles are scarce and competitive . Internal paths mentioned include SWE, analyst, TPM, design, and sales .

How to apply:

  • If you’re targeting junior PM roles, prioritize internal transition paths (or roles adjacent to product in your current org) .

2) Portfolio framing: make it product work, not a project list

Feedback on a PM portfolio: the story is “decent” but reads like a project list. The suggested fix is to add a clear problem, metrics moved, tradeoffs, and what you’d do next.

How to apply:

  • Rewrite each case study into a one-page product narrative: problem → decision/tradeoff → metric movement → next iteration .

3) Job market signal is mixed: more listings, more remote—but ghost jobs and stagnation concerns

Community observations include:

  • “Jobs up, senior roles up, remote up” .
  • Skepticism about whether listings reflect “more real hiring” vs reposted/evergreen reqs .
  • Reports of roles staying open/unfilled for 6+ months and headcount going unfilled through 2025 .
  • A claim that “ghost jobs” may be worsening, accelerated by AI ATS filtering issues amid AI-generated applications .
  • A view that macro job growth/mobility is stagnant and listings alone aren’t a strong indicator .

How to apply:

  • Treat listings as weak signal; prioritize proof of active process (e.g., fast response cycles) when possible .

4) Burnout isn’t a badge: protect decision quality

A startup comment argues exhaustion degrades the quality of thinking needed for strategy, product decisions, and talking to users . Suggested countermeasures include scheduling rest like a meeting and noticing context-switching “work” that’s actually avoidance .


Tools & Resources

1) Continuous Discovery Habits book club (Feb 2026)

Teresa Torres is running a 2026 group read of Continuous Discovery Habits with monthly reading guides (reflection questions + exercises), short videos to share with teammates, and quarterly live discussions .

2) PM interview prep: combine frameworks with “real product” one-pagers

A practical list of resources includes Decode & Conquer, Cracking the PM Interview, Lenny’s Newsletter + Podcast, Reforge essays, and Exponent + Product Alliance.

A strong practice alternative: pick 10 products you use and write your own one-pagers covering problem, user, metric, root cause, experiment.

3) OpenClaw (agents that act): product lessons + safety guidance

If you explore OpenClaw, the write-up emphasizes agent capabilities (multi-surface, memory, proactive behavior, execution via shell + many skills) and highlights two safety recommendations: don’t install on your main machine; don’t share personal tokens—use dedicated accounts and keys .

Source: https://www.productcompass.pm/p/how-to-install-openclaw-safely

4) From messy ideas to aligned wireframes: workflows and techniques

A PM thread describes a common early-stage issue: ideas scattered across notes/docs/sketches, and when turned into wireframes the team can’t see the logic—questions like “where does the user go after this?” and “how does this connect to onboarding?” .

Suggested approaches include:

  • A simple flow: map the user journey in a whiteboard tool, do user story mapping from MVP to future states, then wireframe key steps .
  • Shape Up techniques: breadboarding and fat marker sketching .
  • AI prototyping: using a messy brief + JTBD + design references to create “living wireframes/prototypes” that are quick to change .

5) Discovery proxies when access is limited

A set of options for observing behavior and discovering needs includes tracking adoption/funnels, adding CSAT/feedback affordances, using session tooling to identify frustration (e.g., rage clicks), and even using an AI chatbot as a “Trojan horse” for discovery (users ask about goals/features you don’t have) .

Scaling product execution beyond brute force—plus audience-fit surprises and maintenance reality checks
Feb 2
8 min read
113 docs
Lenny Rachitsky
The community for ventures designed to scale rapidly | Read our rules before posting ❤️
Shreyas Doshi
+1
This edition focuses on what actually scales in product work: judgment and agency in the LLM era, leadership as repair and boundary-setting, and replacing brute-force execution with clear ownership and delegation. It also includes startup-grounded lessons on audience-fit surprises, early unit-economics validation, post-launch maintenance realities, and practical MVP tooling suggestions.

Big Ideas

1) “Judgment, taste, and agency” still differentiate great PMs (AI doesn’t replace it)

Strong product builders have always stood out on judgment, taste, and agency—qualities that are getting re-hyped in the LLM era, but were also the differentiator for decades before it .

Why it matters: As tools get more powerful, the competitive advantage shifts toward what you choose to build, why, and how you decide—not just the ability to produce output .

How to apply:

  • In roadmaps and PRDs, write the decision as a crisp tradeoff: what you’re doing, what you’re explicitly not doing, and the rationale (this forces judgment).
  • Put “taste” into review rituals: define what “good” looks like for the experience before implementation (e.g., examples of acceptable vs. unacceptable UX).
  • Increase agency by making ownership explicit (who can decide, who must be consulted)—then enforce it in execution .

2) Leadership that scales isn’t perfection—it’s repair, boundaries, and generosity

A set of leadership concepts framed as overlapping with parenting: “There’s a surprisingly large overlap between great parenting and great leadership” . The discussion highlights being a “sturdy” leader, the power of “I believe you” and “I believe in you,” and the idea that repair—not perfection—defines strong leadership. It also calls out using a “most generous interpretation” when handling difficult behaviors, and setting boundaries correctly (vs. making requests) .

“Most adults are babies in disguise.”

Why it matters: As teams grow, your leverage comes less from doing and more from creating conditions where people can recover quickly from misalignment and move forward without constant escalation .

How to apply:

  • Use “repair” as a habit: after a tense meeting or missed expectation, schedule a short reset focused on what to change next time (not relitigating blame) .
  • Replace “requests” with boundaries: be explicit about what you will/won’t accept and what happens next if it continues .
  • Default to “most generous interpretation” in first responses to friction—then validate with facts (keeps trust while staying accountable) .

3) Brute force stops working at scale—delegation and clear ownership restore decision velocity

One PM describes early-stage execution as brute force: long hours, keeping context in your head, and direct follow-ups . At larger scale, that becomes a bottleneck: “The company moves at the speed of leadership availability” .

In replies, three replacements show up repeatedly: hire well, establish clear responsibilities/ownership boundaries, and push down accountability and authority.

Why it matters: Without delegation and clear boundaries, leadership becomes the dependency graph—and execution throughput collapses into waiting for approvals .

How to apply:

  • Ensure every initiative has a single accountable owner and avoid “no clear leader” situations across multiple orgs .
  • Keep org design simple and explicitly define responsibility boundaries (don’t let reorg/politics blur decision rights) .
  • Delegate authority with accountability (not just tasks). One commenter notes this is where many fail: people want their opinion asked forever because they once contributed .

4) Early validation isn’t just market size—pressure-test unit economics and buyer behavior early

A startup comment emphasizes that good validation avoids surface-level advice by focusing on profit pools and buyer behavior, and recommends pressure-testing unit economics at a very small scale early (e.g., the first 50–100 customers) because many ideas fail when early acquisition is too expensive or painful . It also notes not to chase perfect clarity: many decisions are made with incomplete info, with “just enough conviction to take the next step” .

Why it matters: You can have a plausible market thesis and still build something that is economically non-viable to sell—especially early when channels are immature .

How to apply:

  • Run a “first 50” model: estimate what it will cost (time + money) to acquire/serve the first 50–100 customers; if it’s painful now, it may not magically improve later .
  • Validate buyer behavior before overbuilding: prioritize tests that prove where decision-makers talk and what they’ll commit to, not just interest .

Tactical Playbook

1) A simple operating system to replace brute-force execution

Goal: increase decision velocity without “leadership availability” becoming the limiting factor .

  1. Clarify ownership boundaries (keep it simple)
  • Define responsibilities clearly; avoid overcomplicated org structures .
  • Watch for “spectacular” failure patterns like multiple orgs contributing with no clear leader .
  1. Push down authority with accountability
  • Explicitly delegate authority (not just work) .
  • Expect resistance from “permanent stakeholders” who feel entitled to weigh in forever; treat this as a design issue, not a personality issue .
  1. Raise the talent bar—and enforce it
  • “Hire well” shows up as the first lever .
  • Pair it with clear expectations and letting go of people who can’t (or won’t) move at the speed you need .

2) MVP speed-to-market: a concrete stance for early PMF learning

Advice in r/startups: don’t over-index on idea protection; prioritize speed to market and ship an MVP ASAP to test product-market fit (“Less thinking, more doing”) .

How to apply (practical loop):

  1. Define the smallest shippable experience that can generate real user behavior (not opinions) .
  2. Ship quickly using available tools; one suggestion is no-code tools like Loveable/Replit for frontend and boringbackend.ai for a “simple secure backend setup” .
  3. Treat the MVP as a learning vehicle: instrument what users do and iterate based on observed friction (still aligned to the “speed over secrecy” posture) .

3) Post-launch maintenance: prevent “growth mode” from quietly accumulating product risk

A founder asks how teams handle maintenance, observing a common pattern: the product ships (via agency, freelancers, or “vibe coding”), focus shifts to growth, and maintenance drifts . Another question highlights the reactive posture: “Do you budget for maintenance at all, or do you mostly react when something breaks?” .

A bootstrapped example describes going “full YOLO” for the first year until weekly third-party integration breaks overwhelmed support; only then did they start budgeting for maintenance, realizing technical debt was costing more than hiring fixes. They still mostly patch critical issues rather than doing a full refactor due to cost constraints .

How to apply:

  • Set an explicit maintenance policy: what gets proactively checked vs. only fixed when broken .
  • Add a trigger-based budget rule (e.g., if support volume is “drowning” or integrations break weekly, shift capacity into stabilization) .
  • Track technical debt in business terms (support load + break frequency) so budgeting becomes easier to justify .

Case Studies & Lessons

1) Product-audience fit with the “wrong” audience (AI security founders learning in public)

A startup building advanced security for AI agents/LLMs—prompt injection protection and runtime monitoring—targeted enterprises (50–300 employees) with budgets and compliance requirements .

A Reddit trend around “Clawdbot security issues” drove unexpected traction: after publishing a tutorial on protecting deployments, they saw a big spike in site traffic and their first organic signups—despite not having a real signup flow . The signups were mostly hobbyists (homelab users, self-hosters, tinkerers), which the team didn’t expect at that volume .

They summarize it as: “we landed some sort of product-audience fit with the wrong audience” . Their next step is learning in real time—taking lessons from what worked with hobbyists and figuring out how to apply them to enterprises, including finding where target decision makers are having the right conversations (not where hype is loudest) .

Why it matters for PMs: You can get genuine pull from a segment adjacent to your ICP. The hard part is deciding whether to adapt positioning/product, or treat it as a top-of-funnel signal while refocusing on the real buyer .

How to apply:

  • Map the mismatch explicitly: user (who signed up) vs. buyer (who you need to pay), and identify what must change to convert one into the other .
  • Use the hobbyist segment to sharpen onboarding and time-to-value, then test whether those improvements translate to enterprise conversations .
  • Consider messaging that compresses value into a concrete promise; one commenter suggests a hero tagline:

“Secure your AI agents in under 5 minutes”

Another commenter challenges the assumption that “enterprise” is the near-term buyer, suggesting innovators/early adopters may be the primary users of AI agents (opinion, but a useful segmentation prompt) .

2) A common scaling failure mode: ambiguous ownership across teams

In the “replace brute force” thread, one commenter calls out their org failing badly at “clear responsibilities,” describing multiple engineering and product orgs contributing team members with no clear leader.

Lesson: When initiatives span multiple orgs, “shared ownership” can become “no ownership,” slowing delivery and decision-making .

How to apply: assign a single accountable leader per initiative and explicitly define which groups are contributors vs. approvers .


Career Corner

1) Your leverage grows with judgment + decision design, not hours worked

If brute force becomes a bottleneck at scale , then career progression increasingly depends on how you design decisions: ownership boundaries, delegation, and clarity—not personal stamina.

How to apply:

  • Build a reputation for crisp calls: document tradeoffs and make decisions legible (who decided, based on what, and what changes the decision).
  • Practice “agency with constraints”: propose the decision structure (owner, inputs, deadline) before debating the content.

2) Become a “sturdy” leader: repair fast and set real boundaries

The leadership concepts emphasized “sturdy” leadership, “repair—not perfection,” and correct boundary-setting .

How to apply:

  • After conflict, initiate repair quickly: align on what to do differently next time .
  • Replace vague asks with boundaries (and consequences) to reduce repeated escalations .

3) Hiring (and letting go) is a product skill at scale

Several replies highlight hiring well as foundational, paired with clear expectations, delegation, and letting go of people who can’t (or won’t) move at the needed pace .

How to apply: tie team performance expectations to decision velocity and execution quality, not just “being busy” .


Tools & Resources

1) No-code/rapid build suggestions for MVPs

A startup commenter recommends shipping MVPs quickly with no-code tools—mentioning Loveable/Replit for frontend and boringbackend.ai for “simple secure backend setup” .

How to use as a PM: treat these as accelerators for validating workflows and onboarding, especially when you need real user behavior fast (but still plan for maintenance as you scale) .

2) Two reusable leadership phrases (small, but high-leverage)

From the leadership discussion: the power of “I believe you” and “I believe in you” as tools for trust and motivation .

How to apply: use them deliberately—one to validate someone’s experience (“I believe you”), and one to reinforce confidence in growth (“I believe in you”) .

Storytelling that creates alignment, discovery-first execution, and the risks of “AI feature count” KPIs
Feb 1
10 min read
233 docs
Lenny Rachitsky
Product Management
The community for ventures designed to scale rapidly | Read our rules before posting ❤️
+1
This edition focuses on storytelling as a truth-anchored leadership lever, practical customer discovery and ICP-narrowing tactics, and the risks of “AI feature count” mandates (including morale and ethics). It also includes step-by-step execution hygiene for launches, epics/backlogs, and concrete career guidance for resumes and PM pivots in a crowded market.

Big Ideas

1) Storytelling is a force multiplier—but it only works when it’s anchored to truth

Multiple PMs framed storytelling as a core leadership skill because product work often requires influence without authority. One commenter described it as “compressing chaos into a shared movie a room of humans can reason about” .

Why it matters:

  • Even strong data won’t move a room if you can’t convey it clearly to stakeholders .
  • Buy-in often depends on whether people feel aligned and enthusiastic .

How to apply:

  • Use narrative to create shared context—but keep it grounded: “Storytelling is a force multiplier. But only when it’s anchored to truth.”
  • Pair vision with credible progress markers. A practical warning: selling a vision consumes “social capital,” and stakeholders may stop funding if there are “no results 3 months later” unless you have concrete milestones to show progress .

“Storytelling isn’t ‘sell delusion when the numbers don’t add up.’ It’s influence without authority.”

2) AI is reshaping roles by changing tasks, not “jobs”

Marc Andreessen’s framing: “The job is not actually the atomic unit… the atomic unit… is the task,” and “a job is a bundle of tasks” . As tasks shift, jobs (and titles) shift too—potentially toward blended roles or roles that “orchestrat[e] the AI” .

Why it matters:

  • It’s a useful lens for designing teams and expectations as AI enters workflows: instead of debating titles, map what tasks are changing and who owns them.

How to apply:

  • Start with task mapping: list core tasks across PM/design/engineering that AI changes first, then re-define ownership and collaboration around those tasks (rather than job descriptions) .

3) “AI feature count” as a KPI is a strategy smell—and it can turn into an ethics + morale problem

A thread described a CEO-driven mandate where success is measured by “Number of AI Features”. The reported downstream effects included shipping features users aren’t asking for, decreasing product quality, skewing timelines, upsetting users, and increasing turnover risk .

It also warped day-to-day communication: even shorthand like “no.” (number) became confusing and reflected fatigue from chasing the metric .

Why it matters:

  • “Metric-driven development” can optimize for shipping features instead of solving problems, and people experience it as meaningless work .

How to apply:

  • Re-anchor on user problems: AI features that work “started with a real user problem,” not “let’s add AI somewhere” .

4) Discovery and focus aren’t optional—especially for horizontal products

Several startup discussions converged on a consistent message: do discovery and validation early, in the open, and with a narrow initial focus.

Why it matters:

  • It’s “practically impossible to do good discovery, validation, mvp iteration, etc in secret” .
  • Horizontal tools can be “too broad,” appealing to nobody; they often need to start vertical and expand later .

How to apply:

  • Get deeply engaged with users early rather than staying stealth by default .
  • Pick a narrow workflow + ICP where repetition + pain already exist .

Tactical Playbook

1) Customer discovery that actually de-risks building

A repeatable approach pulled from multiple threads:

  1. Start with conversations, not building: talk to at least 20 potential users about pain points—don’t pitch yet, just listen .
  2. Treat discovery as “before building, before funding, before almost everything” (after minimal research) .
  3. Use what you hear to decide what to build based on what people “want, need, and will pay for” .
  4. If you get a signal from public feedback, treat it as a starting point—not proof—and test for real behavior (opt-in, preference confirmation, repeat usage) .

Why it matters:

  • It’s presented as a “superpower skill” that determines what’s worth building at all .

2) Validate demand fast with a waitlist/community + the smallest shippable experience

A concrete validation loop suggested for high-engagement problem threads:

  1. Pull 50–100 interested commenters into a waitlist or Discord before building much to validate whether they’d pay .
  2. Differentiate on experience, not feature breadth—e.g., a “mood match” that provides one thoughtful pick instead of a list .
  3. Start manual with a small group to confirm usage and avoid overbuilding .

Why it matters:

  • The fastest learning path is “the smallest thing you can ship” .

3) Narrowing a broad ICP: own one workflow completely

For horizontal tools (e.g., “browser automation can do anything”), a practical narrowing sequence:

  1. Admit the trap: broad appeal often means you “appeal to no one specifically” .
  2. Choose a target where there’s budget + pain (example suggested: recruiters doing LinkedIn outreach) .
  3. Look for teams already paying for clunky alternatives (example: $500/mo combos like Zapier + Phantom Buster) .
  4. Pick one workflow and make it memorable (e.g., “automate LinkedIn prospecting”) .
  5. Talk to 20 users in one vertical before expanding .

Why it matters:

  • Skipping the narrow focus phase was called out as a “second time founder trap” .

4) Execution hygiene: ship incrementally, keep epics real, keep the backlog healthy

When stakeholders push “first to market ASAP”:

  1. Break scope into versions and define a clear V1.
  2. Deploy incrementally to de-risk development while managing expectations .

When engineering asks for months to prototype:

  1. Persuade the team to build something simpler first and iterate from there .
  2. Study lean development and Shape Up for additional framing/ideas .

For enterprise visibility + dependency management:

  • Make epics trackable with start/end dates to manage quarterly deliverables .
  • Avoid “epics as themes,” which can lead devs to start unfunded future work; clarify scope and split epics . If a “theme” isn’t aligned with objectives, circle to the PM and move it out .

Backlog management:

  • If dev teams pause or pick low-value work because the backlog is unhealthy, one view was that this is “entirely a failure on your PMs part,” and should be flagged proactively .

5) Process/tooling: don’t mandate Jira—diagnose the actual problem

A manager-level approach that avoids tool micromanagement:

  1. Identify what’s really broken: lack of visibility, lack of direction, or missing stakeholder communication .
  2. Give feedback on the concern, not “use Jira,” to avoid strong-arming solutions .
  3. Treat Jira as one possible tool; teams may productively use minimal Jira detail post-refinement, or sprint-only tracking .

Case Studies & Lessons

1) Using customer narrative to unlock decisions in a “roadmap conflagration”

A PM described a tense roadmap session where engineering defended feasibility, sales defended promises, and execs silently weighed outcomes—while the PM had no authority in the room .

What changed the meeting:

  • They told a day-in-the-life customer story: pain, why the feature existed, what changed, and what breaks if the team keeps pretending nothing changed .
  • The result wasn’t “inspiration”; it was alignment. The room got quiet, tradeoffs surfaced, and people cut their own pet ideas; decisions happened without a vote .

Key takeaway:

  • “Technique doesn’t move people. Narrative does.”

2) A “meaningful AI feature” pattern: automate a painful, skipped manual workflow—and show the reasoning trail

One team’s first major AI feature targeted a workflow where users manually compared multiple data sources (sometimes outside the product, on paper). While the manual work was valuable, many users skipped it because it took too long .

Their implementation:

  • AI performed the comparison across sources, produced an output, and displayed a trail so users could quickly see how it reached conclusions and adjust if needed .
  • The team viewed it as “worth it to do something with impact rather than check the box” of having an AI feature .

Takeaways to reuse:

  • Start with a well-established, legacy process .
  • Ensure AI drives meaningful improvement (less time, better output) without feeling like a gimmick .

3) The “Potemkin AI village” failure mode: building features leadership won’t validate

In the “AI feature count” environment, one PM described the darkest part as this: the CEO doesn’t use the product day-to-day and “we could probably lie,” but engineers’ morale is dying because they’re being asked to build “lies”—a “Potemkin AI village” to hit a number .

Two tactics that surfaced:

  • Push back with data: user complaints, churn/support tickets, and engineering time wasted on unused features .
  • If you can’t change the mandate, document concerns so you have proof you raised them .

4) Retention risk + launch narrative: don’t normalize being “in the bad”

A retention-focused warning: negative experiences can linger longer than positive ones, potentially forcing you to “lose money by overcorrecting” with discounts or free months . Another suggested doing a risk assessment to estimate long-term costs (e.g., churn/support/discounts) versus fixing now .

A complementary launch tactic:

  • Align the narrative and target market with what you’re actually launching, instead of hyping future features and playing catch-up later .
  • For early access, position it as limited/exclusive and handle brittle processes manually (e.g., payment issues) to manage expectations and reduce negativity .

Career Corner

1) Make your resume read like product ownership, not a task list

Multiple commenters emphasized that hiring managers look for product thinking demonstrated through decisions and results:

  • Rewrite bullets into a simple product story: user/problem → what you did (research, prioritization, PRDs/specs, experiments, cross-functional work) → what changed (engagement, revenue, adoption, NPS, support tickets, etc.).
  • Add 1–2 clear trade-off examples between user needs, tech constraints, and business goals—used as a proxy for “product sense” .
  • Don’t list responsibilities; list outcomes/impact, and skip generic skills bullets unless they’re hard skills .
  • Add more quantified results (e.g., “improvement in Y from A to B”) and link to detailed case studies when possible .
  • In your intro, be declarative about your “product persona” and what you over-index in (data, strategy, research) to show how you fill team gaps .

2) PM pivots: consider adjacent entry points, and ship proof

Two realities showed up side-by-side:

  • Market sentiment: “No one is pivoting into product right now” and “the market is flooded with PMs looking for work” after many layoffs .
  • Practical move: apply to Product Analyst/Product Ops/Biz or Growth roles (especially in your domain) as more realistic entry points than cold-applying to APM/PM .

What to do regardless of path:

  • Build and ship something with users and impact—even small—because it’s “infinitely more valuable than anything else” in showing you can create value .

3) When leadership is locked into a bad initiative: choose your stance deliberately

A thread on CEO-driven mandates surfaced contrasting tactics:

  • One recommendation: have an honest, calm, direct conversation using facts and focusing on solving user problems that generate value; if the CEO won’t listen, leave .
  • Counter-advice: in some environments, “no Sr PM is going to go up against the CEO and win,” so start looking or make the best of it .

A separate “coping vs. exiting” thread adds nuance:

  • “Paycheck mode” can be self-preserving for some , but it becomes harder when you’re making your team’s work life worse and talented engineers disengage .
  • If no one can change the trajectory, decide whether you want to be “one of the first to leave or one of the last” .

Tools & Resources

1) ADPList.org (mentoring)

A PM mentor recommended ADPList.org: create a profile as mentor/mentee; anyone can contact anyone; mentors can offer booking via a calendar .

Operational tips:

  • Mentees: be specific about your ask so a mentor can quickly see if they can help .
  • Mentors: use booking questions for context, and be explicit about boundaries (e.g., not helping with job hunting) .
  • Watch out for people using mentorship calls for product research .

2) Customer Discovery (Lean Startup / Customer Development)

Customer discovery was highlighted as core to Lean Startup’s Customer Development process , and as a pre-building, pre-funding “superpower skill” .

3) Beyz: real-time meeting prompt assistant (product direction questions worth watching)

A co-founder shared Beyz, an AI assistant that listens during meetings/interviews and surfaces prompts in real time—positioned as help during the conversation (when you blank or miss key points), not just post-call transcript/summary . They’re actively exploring:

  • Clarifying the use case (some users “instantly get it,” others don’t) .
  • Whether to focus on one vertical (interviews vs. sales calls vs. general meetings) .
  • Balancing real-time helpfulness vs. cognitive load/distraction .
  • Positioning as productivity vs. coaching .

4) Lean development + Shape Up (execution frameworks)

One execution-oriented suggestion: if engineering asks for months to prototype, push for a simpler build and iterate, and study lean development and Shape Up methodology for ideas .

AI success-metrics interviews, PMF reality checks, and tooling-budget accountability
Jan 31
8 min read
239 docs
Product Management
The community for ventures designed to scale rapidly | Read our rules before posting ❤️
Aakash Gupta
+4
This edition covers what PMs need to know about AI success-metrics case interviews (rubrics, common mistakes, and how AI metrics differ), plus practical playbooks for discovery-call synthesis and budget/tooling justification. It also includes startup-grounded lessons on PMF reality checks, a bank-sync cost/support case study, and actionable career guidance for PM pivots and big-tech transitions.

Big Ideas

1) The “AI success metrics” case interview is becoming a core bar for AI PM roles

Companies are using 30–45 minute success-metrics case interviews (including OpenAI, Meta, and Ford) to evaluate AI PM candidates . In practice, these questions also show up across big tech and startups (Microsoft, Amazon, Google, Meta, Notion, Descript, etc.) .

What makes AI metrics meaningfully different (and why generic SaaS metrics answers fall flat):

  • You need to account for offline evals.
  • AI can be non-deterministic (same prompt ≠ same output) .
  • You’re often balancing latency vs. output quality.
  • Models can drift over time.

How interviewers score your answer (rubric): structured approach (15%), metric selection & rationale (25%), measurement & implementation (20%), tradeoffs & risks (15%), and AI-specific understanding (25%).

2) PMF isn’t a finish line—your real job is maintaining and converting it into a durable growth engine

Across startup discussions, the consistent message is: PMF doesn’t remove problems; it changes the problem set (scale, expectations, hiring, and not breaking what works) . One framing: with PMF you trade “investors” for “customers annoying you” .

A concrete definition that can help teams stop hand-waving:

  • PMF is when previously unknown people reliably enter the pipeline, buy because the product solves their problem (not personal connection), and don’t churn immediately.

Two reality checks:

  • Founders often struggle to admit they don’t have PMF yet —and Michael Seibel estimates 98% of founders claim PMF when they don’t.
  • Even if you hit PMF, it can regress if you stop staying close to users, mis-prioritize feedback, or don’t implement fast enough .

3) Tooling budgets and “fiscal ownership” are becoming a product expectation (but it’s inconsistent—and can be a warning sign)

Multiple PMs describe being asked to justify tooling spend and costs; some argue PMs should understand the cost and value of tools they ask for because the job is delivering business value and because PMs may be expected to own P&L “to a certain extent” and justify tooling to finance . Others push back that at large product-led companies, P&L is generally VP-owned and PMs rarely own budgets directly , and some believe “tool budgets” should sit with the head of product or higher .

There’s also a darker interpretation: companies using performance reviews and PIPs as disguised layoffs.

Tactical Playbook

1) How to answer the AI success-metrics case (a reusable structure aligned to the rubric)

Use a structure that maps directly to what’s being scored :

  1. Clarify the AI product + context (make it a dialogue)

    • Candidates are flagged for not making it a dialogue.
    • Start by aligning on what’s being shipped (e.g., agent launch vs. model launch questions like “evals for our agent launch?” ).
  2. Define a metric hierarchy (success + guardrails)

    • “Metric selection & rationale” is a major portion of scoring (25%) .
    • Explicitly address gaming risk as part of the hierarchy .
    • Common miss: forgetting the flip-side/guardrails.
  3. Explain measurement and operationalization (how you’d actually run this)

    • Interviewers want to see how you’ll implement measurement (20%) .
    • Include offline evals explicitly when relevant .
  4. Call out tradeoffs and risks (don’t skip this section)

    • Tradeoffs & risks are scored (15%) and are frequently forgotten .
    • Include AI-specific realities: non-determinism , latency vs. quality , and drift over time .
  5. Close with AI-specific understanding (make it obvious you have it)

    • AI-specific understanding is scored heavily (25%) .
    • Common miss: not including AI-specific metrics.

Avoidable execution mistakes: rushing and being overly top-heavy in structure .

2) Faster (and higher-quality) discovery-call synthesis: optimize for deliberate insight, not transcript mining

A practical workflow for discovery/validation calls:

  1. Go in with an outline/checklist (not a script)

    • An outline of specific topics makes analysis straightforward, while still allowing detours .
  2. Write your own post-call summary (don’t outsource the thinking)

    • Build in time after calls to write a summary focused on product decision-making .
  3. Reflect to build “emergent knowledge” and ask better follow-ups

    • Reflection helps you build a web of customer knowledge that improves intuition and product bets, and it improves your follow-up questions by evaluating your own moderation .
  4. Be skeptical of brute-force transcript theme mining

    • Brute-force mining is compared to “extracting oil from oil sands”—a lot of work without much to show—while a deliberate strategy yields better insight per time .
    • “More interviews” doesn’t necessarily mean “more insight” .
  5. Use AI selectively

    • AI workflows can produce shallow, “intern-level” analysis; the recommendation is to prioritize the human work of analysis and automate other tasks first .

3) Budget-review prep for PMs: a concrete, defensible way to justify spend

If you’re pulled into tool/budget scrutiny, a pragmatic prep plan:

  1. Inventory every tool + approximate cost

    • Make a list ahead of time even if costs are rough .
  2. Bring a real use-case per tool (tied to shipping)

    • Have specific examples of how tools help ship product, plus concrete workflows (e.g., Mixpanel use cases across teams) .
  3. Know competitor pricing and have ROI logic ready

    • Be ready for “why aren’t we using something cheaper,” and counter with realistic ROI numbers (revenue, time savings, cost cuts) .
  4. Set up ongoing cost visibility after the meeting

    • Route spending through something that makes costs easy to retrieve (one team used Ramp for quick visibility) .

If you suspect the process is a “silent layoff,” some explicitly warn that cost tracking “only works if they actually care about the costs” .

Case Studies & Lessons

1) Bank sync vs. CSV: why “reliability + fallback” can beat ambitious integrations

A startup founder described bank sync as a “brutal” rabbit hole: they shipped it using a Plaid + Yodlee combo, costing $3–4 per user per month at ~2k users, with German Sparkasse customers “rage quit weekly” .

What changed outcomes:

  • Most users tried sync once, then went back to CSV when it broke .
  • Keeping CSV as a backup helped, and adding an “export last 30 days” button dropped support tickets by ~70% vs. pushing sync harder .

How to apply: If a complex integration is expensive and brittle, invest in a more reliable workflow (e.g., better CSV automation) and preserve a fallback path .

2) PMF management: the “breakthrough” is real, but the hill doesn’t flatten

Several founders converged on the idea that PMF provides emotional relief (you know people care) but the stress shifts to scaling and quality maintenance .

"Having PMF doesn’t make it easier in the sense that it will all be smooth and easy to manage."

How to apply: Treat PMF as the start of a new operating mode (expansion, CLT/LTV, and an “inverted pipeline” where existing customers pull in prospects) rather than a stopping point .

3) Org signal: “performance” and accountability can be weaponized

PMs reported companies using PIPs/performance reviews as disguised layoffs. One PM described being “fired” because a beta API couldn’t go GA due to documented backend blockers outside their control—and the API remained in beta a year later .

How to apply: Keep dependencies and blockers well documented, and if you see these signals, one explicit tactic shared was to polish your resume.

Career Corner

1) Pivoting into PM from execution/analytics: sponsorship + shipping beats certifications

A recurring theme: certifications “don’t really move the needle”; hiring managers care more about having shipped, made prioritization calls, and owned outcomes.

A realistic internal pivot path:

  • Get internal sponsorship from a PM or manager willing to champion you .
  • Do PM work before you have the title: write PRDs, drive roadmap conversations, own a small feature end-to-end .
  • Network internally: find PMs and reach out for coffee to learn what they do and build relationships .

Constraint to watch: you can’t “internally pivot” into a role that doesn’t exist (e.g., no PM org) . In that case, two suggested moves are to reframe your work externally in PM language and create proof by shipping product-like work (feature ownership, customer problem, roadmap tradeoffs) .

2) Startup → big tech: the gap is often storytelling (plus quantified impact)

PMs noted that startup PM experience is respected if you can demonstrate effect; big tech cares less about tools/terms and more about how you made decisions and achieved results—where “storytelling, not talent,” is the main gap .

A practical resume heuristic shared: quantify value creation (e.g., grew X by Y%, increased revenue Z%) .

3) AI-era career signal: AI will amplify strong operators

One quote shared from Marc Andreessen:

"AI is going to take people who are good at doing things and make them very good at doing things. And it’s going to make the people who are great at doing things and make them spectacularly great."

In the same discussion orbit, a “3-way standoff” between PMs, designers, and engineers was called out as a current dynamic .

4) If you’re being pushed toward “lawyering up,” note the limits

One comment argued the situation described is generally not illegal unless discrimination is involved, and that “lawyering will be a distraction from finding your next gig” unless there’s more going on .

Tools & Resources

  • AI success metrics interview guide (reading): Aakash Gupta, The AI Product Success Metrics Interview: Your Complete Guide (https://www.news.aakashg.com/p/ai-success-metrics-interview).

  • User research analysis tool: AILYZE for automatically generating top themes and frequency analyses .

  • Product strategy course (for founders/execs): Recommended as high-leverage; learnings described as applicable to general company building beyond products (context: https://x.com/shreyas/status/2017266533064700366).

  • A useful “null hypothesis” to pressure-test your roadmap: “Most products are built for imaginary users with imaginary problems.”

AI product quality gates, agent browsers for PM work, and pragmatic alignment
Jan 30
8 min read
276 docs
Shreyas Doshi
a16z
Aakash Gupta
+5
This edition focuses on practical AI-era PM craft: an explicit quality ladder (Alpha→Beta→GA), when to favor guiding over automating, and how to use AI agent browsers safely for research and recurring workflows. It also includes concrete playbooks for shifting project-mode teams toward product-mode, pushing back on over-scoped requirements, and avoiding Product Ops “tracking tax.”

Big Ideas

1) Building AI products hasn’t changed the fundamentals—but it added a new dimension you must plan for

After building and supporting AI product teams, Ravi Mehta argues that core PM fundamentals still matter (customer needs, clear workflows, quality, iteration, shared context) . What changes is how those fundamentals show up in practice because AI introduces non-determinism and requires new quality frameworks .

A key implication: AI products have a “third dimension” beyond frontend/backend—AI quality—and teams often underestimate how long quality iteration takes compared to building UI + backend .

“Traditional SaaS products have backend and frontend. With AI, there is the third dimension of AI quality that you really need to focus on.”

How to apply: When estimating and sequencing work, explicitly separate:

  • “We built it” (UI/backend) from
  • “We can trust it” (quality iteration cycles)

2) “Guiding” beats “automating” early—because trust is the product

A Productboard Spark takeaway: users often say they want automation, but remain wary of AI output quality; the bar for full automation is harder, and guiding can be the preferred operating model early on .

  • Automating = AI completes the task
  • Guiding/Amplifying = AI helps users think through decisions and build trust via richer interaction

How to apply: If your AI experience fails, ask whether you shipped “automation” before users trust the output enough to rely on it .

3) Cross-functional alignment is often a mirage—and “AI makes me a PM/designer/engineer” can intensify it

Shreyas Doshi argues that “perfect alignment between all cross-functional teams in a fast scaling company is a fantasy that will never come true,” and years of meetings/action items/re-orgs can mask a core skill issue .

At the same time, Marc Andreessen describes a “Mexican standoff” between PMs, designers, and coders: each role believes AI now lets them do the other roles, so they don’t “need” them .

How to apply: Treat “alignment” as something to improve locally (shared context, clear ownership boundaries, documentation) rather than a state you’ll ever fully achieve .


Tactical Playbook

1) Use an explicit quality-threshold ladder (Alpha → Beta → GA) to decide when to expand access

Productboard’s framework defines quality thresholds and the questions to answer at each phase:

  • Alpha (40–60% accuracy): does the AI understand the task, are responses valuable, can you articulate why it fails?
  • Beta (70–85% accuracy): would users trust output, does it accelerate work, are failures recoverable, do customers come back?
  • GA (85%+ accuracy): is quality consistent across use cases, can you maintain at scale?

Step-by-step:

  1. Write test scenarios rooted in customer understanding (20–50 example questions + reference answers) to create an evaluation dataset .
  2. Automate measurement: feed scenarios into an evaluation tool, track a quality score, set a target threshold (often 80–90%), and iterate prompts/context/architecture .
  3. Enable internal testing early and often, with a simple reporting loop (e.g., Slack channel) to catch edge cases evals miss .
  4. Use production sampling: once live, sample real user traces and score them to flag strong vs. poor interactions .

Why it matters: Customers may accept 70–80% accuracy if you improve frequently (ideally weekly) and show progress .

2) Choose the right “AI agent browser” for the job (and use it safely)

AI agent browsers execute web navigation based on natural language instructions . They’re not equally good at the same tasks; a practical split:

  • ChatGPT Atlas: complex research and multi-page structured extraction
  • Perplexity Comet: real-time info gathering and quick lookups with citations
  • Arc Dia: workflow automation and repeated tasks (record once, run on schedule)

Step-by-step (operational workflow):

  1. Be specific in your objective (don’t say “research competitors”; specify the exact list + fields you want extracted) .
  2. Let the browser navigate/extract, then review and refine missing items and export results to your system (Sheets/Notion/etc.) .
  3. Batch requests when slowness is acceptable (e.g., if replacing hours of manual work) .
  4. Use tab context for synthesis across multiple open sources (e.g., competitor sites + analyst report + article) .

Privacy redline: Don’t log into sensitive accounts (banking, email, password managers, etc.). Use AI browsers for public research/data extraction only .

3) Move from “project mode” to “product mode” via one feedback loop that changes a decision

A Reddit thread frames the shift as a gradient, not a flip: you don’t need a full discovery motion—start with a single feedback loop that changes a decision .

Step-by-step:

  1. Pick one workflow/report leadership already complains about.
  2. Trace end-to-end usage.
  3. Make a small change and show how it affects a real outcome—this is often the moment implementation-heavy teams stop seeing discovery as “slowing them down.”

Caveat: If there was no due diligence and the product is built on faulty assumptions, it may require a rehaul rather than incremental improvement .

4) Push back on over-scoped requirements by forcing tradeoffs and a business case

When stakeholders push for comprehensive scope, multiple comments recommend aggressively pitching MVP:

  • Strip to bare essentials, ship, gather feedback, iterate
  • Use veto authority and ask stakeholders what gets dropped (“you can’t do all the things all the time”)
  • Model delays as business cost (delayed adoption, delayed feedback, sales commitments rescinded)
  • Require a business case (expected sales/retention impact with/without the feature)

Case Studies & Lessons

1) Productboard Pulse → Spark: learning the cost of premature AI quality

Productboard reports that Pulse launched before quality was consistent enough to build user trust, then improved to 95% accuracy (soon to be 99%) and applied stricter approaches to Spark (rigorous evals, quality gates, systematic improvement before each release stage) .

Lesson: If you launch too early, your “real” work becomes rebuilding trust via measurable quality iteration and gates .

2) Spark’s beta readiness: engagement + activation as a “ship gate”

During private beta, Spark’s primary signal was engagement and activation; they monitored drop-off/value, paired quantitative metrics with live customer feedback, and pivoted roadmap until activation and repeat usage consistently improved—this was the bar for moving into public beta .

Lesson: “Beta readiness” can be defined with concrete usage signals, not subjective confidence .

3) Product Ops can create leverage—or a 10–15 hour/week tracking tax

One team reported Product Ops introduced so much process and tracking tooling that PMs spent 10–15 hours/week updating tools and writing reports, significantly bogging down the product team .

Counterpoints from other Product Ops perspectives:

  • Product Ops is necessary, but “negligent without product coaching” .
  • Done well, it focuses on outcome-oriented process, teaching it, getting feedback, and iterating—otherwise it becomes red tape .

Lesson: Treat any new process/tool as a hypothesis; if it adds overhead without changing decisions, it’s likely harming throughput .


Career Corner

1) “AI PM” roles: three competing realities PMs should be ready to explain in interviews

Threads show disagreement:

  • Some argue there’s no distinct AI PM: it’s infra PM or feature PM, and “AI PM” taxonomy reflects hype cycles .
  • Others note that ML fundamentals are required for roles like personalization/recommendations .
  • A different view: larger/regulated orgs may create a siloed PM role focused on applying AI responsibly without disrupting established roadmaps .

How to apply: Be explicit about what you mean by “AI PM” (platform/infra, applied features, or regulated experimentation), and what fundamentals you can demonstrate (quality measurement, evaluation, feasibility, guardrails) .

2) Getting more technical: build understanding without pretending GenAI replaces fundamentals

Concrete tactics PMs shared:

  • Use AI to learn product/roadmap technical concepts and interrogate your codebase (without needing to code) .
  • Build a basic web app with Postgres + login/auth + migrations/seed data to understand the dev experience (using AI as a shortcut) .
  • Prototype ideas via “vibe coding” tools (e.g., lovable, replit, bolt) and learn by inspecting the database/functions/code as you go .

Cautions also surfaced:

  • “GenAI isn’t a replacement for not knowing how to code,” because you may not understand what the generated code is doing and can damage the codebase .

3) Market + role context: what to optimize for when choosing your next PM role

Themes that repeated:

  • Internal vs external: internal products can be “more chilled” with clearer requirements and less travel, but can be a cost center with less recognition and risk of leadership priorities shifting . External products can bring visibility and commercial focus (PMF, exec/sales interaction) .
  • Platform vs customer-facing: fundamentals can be the same (understand problems, align stakeholders, make trade-offs, deliver) , but customer-facing work can create tighter market feedback loops and GTM/storytelling growth .
  • Job market: roles getting 100+ applicants within hours and non-responsive companies suggest patience and resilience are required .

Tools & Resources

1) AI agent browsers (research, real-time synthesis, automation)

  • ChatGPT Atlas for multi-page extraction and structured comparisons (e.g., competitor research tables)
  • Perplexity Comet for fast, source-cited research and tab-context synthesis
  • Arc Dia to record and schedule recurring workflows (e.g., weekly competitor pricing monitoring)

Source episode: AI Agent Browsers: Should you use one? | ChatGPT Atlas vs Perplexity Comet vs Arc Dia

2) Product discovery + roadmap tooling: Productboard vs Jira (practical positioning)

  • Productboard: feature/initiative prioritization across quarters to years ; stakeholder-friendly boards and an Insights workflow for collecting/acting on feedback .
  • Jira: sprint-focused planning ; some report idea boards can duplicate epics .

3) QA and regression testing: clarify ownership and add leverage with automation

  • Engineers are responsible for testing, not PMs (escalate to EM/CTO if necessary) .
  • If you build regression suites, integrate them into CI/CD for shared value (catching issues for devs too) .
  • Mentioned tools: Checkly or QA.tech for testing/monitoring , and Playwright for browser automation (with ongoing maintenance costs) .

4) Early-stage UI/UX spend: buy learning speed before polishing

For early-stage products, multiple comments advise against spending $10k on polished UI before validating demand; prioritize learning speed and use AI-assisted build paths to get “70–80%” of UI/flows/copy fast . One suggestion: use AI-assisted coding + ShadCN to build a workable UI for validation .

Pre-mortems, demand-first validation, and what AI transformation really changes
Jan 29
9 min read
208 docs
Product Management
Shreyas Doshi's Product Almanac | Substack
Aakash Gupta
+3
This edition covers three high-leverage PM moves: running pre-mortems (especially in AI-driven teams), validating demand via budgets and real commitments, and navigating organizational dynamics (from inter-team ego traps to PM/BA role design). It also includes Intercom’s AI pivot metrics, plus practical career guidance on titles, interviewing, and IC vs manager paths.

Big Ideas

1) Pre-mortems: risk prevention that becomes more important in AI-heavy teams

A pre-mortem is a “hypothetical disaster prevention exercise” where the team assumes a launch failed and works backward to identify why . One framing is: “six months post-launch, objectives unmet—why?” . The method was created by cognitive psychologist Gary Klein and uses prospective hindsight to combat overconfidence and optimism bias .

Why it matters:

  • Pre-mortems can create psychological safety to surface weak assumptions, risks, and hidden dependencies that are socially hard to say out loud .
  • In AI development, speed can create false confidence: AI may help you ship the wrong thing faster, so the “can we build it?” question must be paired with “should we build it?” .

How to apply:

  • Treat pre-mortems as an outcome-led tool before major launches or irreversible decisions (and revisit when scope/assumptions change) .

2) Demand > opinions: validate budgets and commitments, not “cool idea” feedback

Multiple threads converged on a consistent principle: validate the business problem and demand signals, not positive opinions.

  • Revenue comes from someone’s budget—demand is about who allocates budget and why, not about your product story .
  • “Build something as simple as possible and try to sell it as soon as possible” because willingness to pay beats beta-tester opinions .
  • Beta testing is useful for implementation problems, but “no good at all for validating business ideas” .

Why it matters:

  • Casual affirmation (“that’s cool”) is often misread as a real need; engineering-led teams can confuse interest with buying intent .

How to apply:

  • Seek “real” commitments early (money, intros, time) and treat lack of traction as clarity rather than failure .

3) AI transformation in SaaS can require a full reset—not “adding AI features”

Intercom’s CPO (Des Traynor) described a period of five quarters of declining revenue growth , followed by a rapid AI pivot: they “bet the entire company on AI,” ripped up strategy/roadmap, and launched Fin in March 2023 .

Why it matters:

  • The “easy” move is adding a bit of AI; the harder move is reimagining the product and accepting painful tradeoffs and organizational change .

How to apply:

  • If you’re serious about AI-first, plan for changes in culture, process, and build approach—not just roadmap items .

4) Stakeholder work: “route around big egos” to get outcomes

Shreyas Doshi’s inter-team tactic: if you’re trying to convince another team (especially with a combative Type-A PM counterpart), route negotiations through EMs/TLs (or sometimes Designers) instead of PM-to-PM sparring .

Why it matters:

  • It can yield better outcomes than “2 Type-A PMs butting heads,” but it may require behind-the-scenes operating that feels non-standard .

How to apply:

  • Use this deliberately when you see ego dynamics dominate the interaction—and watch for the internal resistance pattern:

“The smarter the person, the better the excuse.”


Tactical Playbook

1) Run a pre-mortem in 30 minutes (+ action planning)

A practical, repeatable structure (from Anu Jagga Narang at AT&T) :

  1. Pick the moment

    • Run before a major launch/irreversible decision; revisit mid-project when scope shifts or you sense teams “speaking through different sheet of music” .
  2. Kickoff (align on fundamentals first)

    • Reiterate the problems, strategy, and objectives; then ask the team to imagine the launch failed and explain why .
  3. Collect risks as descriptive stories (anonymous if possible)

    • Ask for descriptive writeups (not bullets/keywords) and consider an anonymous tool to help teams speak openly .
  4. Sort risks into shared categories

    • Tigers: clear threats that will “kill us” if unaddressed .
    • Paper tigers: risks that feel scary but the owner believes are under control (reassure the team) .
    • Elephants: the “elephant in the room”—widely felt but not discussed .
  5. Vote to create focus (avoid venting spirals)

    • Keep it tight: one vote per idea, and cap votes per category to avoid “people went to town with it” and turned it into reaction-bait .
  6. Assign owners and next steps

    • For top-voted items, assign ownership and define what gets fixed and by when .

Pitfalls to watch:

  • Running a pre-mortem without a clear problem statement/objectives can produce noise (especially team-dynamics noise) .
  • Treating every risk as equal makes it hard for teams to know what to focus on .
  • If you don’t take actions (or revisit), the pre-mortem is “not useful at all” .

2) Demand-first validation: a step-by-step commitment ladder

Use commitments that get progressively “more real,” and stop investing when you can’t get them.

  1. Define the budget holder and why they’d allocate budget

    • Start with: who is the “somebody” whose budget funds your product—and why should your product be a line item? .
  2. Validate the problem (not the idea)

    • Look for multiple customers already putting serious effort into solving the problem and failing .
  3. Show a prototype, ask for money (or a contract)

    • “Build a prototype… see if anyone will sign a contract and pay you money” .
  4. Add non-monetary commitments as early filters

    • Intros to a peer/boss, time spent gathering data, or an onsite interview invitation can be strong signals; lack of these can be a stop sign .
  5. Avoid the “tinkering mode” trap

    • Treat validation as learning—not building—by talking to 5–10 people with the problem and showing a low-fidelity concept before months of work .
  6. If you’re stuck, ship a “live URL test”

    • One approach: publish a functional, single-feature slice and test whether strangers get immediate value; if you can’t get usage, don’t keep building .

3) Working with Business Analysts (BAs): clarify ownership, then enable autonomy

Patterns that repeatedly showed up:

  1. Start with explicit role definition

    • PM focuses on discovery (what problems to solve) while BAs focus on requirements gathering/work breakdown for the solution .
    • A common split: PM defines the backlog; BAs research and write the stories .
  2. Define decision boundaries to avoid bottlenecks

    • Be clear on what BAs can decide vs what must come back to you; early bottlenecking is common when PMs are used to doing everything themselves .
  3. Use regular sync points, but don’t “jump into BA work”

    • Share strategy/priorities regularly, but let BAs drive stakeholder management in their domain and build direct relationships .
  4. If the BAs are new to you, run a self-assessment survey

    • Cover skills/strengths, improvement areas, development goals, team support needs, and what they enjoy most—then divvy up tasks accordingly .

4) Competitive analysis: triangulate from sales + new entrants + structured sources

A pragmatic combo:

  • Ask sales (or AMs) who your real competitors are and what features prospects actually care about .
  • Watch new entrants: entrenched competitors rarely have a single feature that triggers vendor switching, so monitoring new players matters .
  • Use AI to draft competitive reports; one example of strong output is pulling executive comments from analyst calls into the write-up .
  • In non-software contexts (e.g., machine manufacturing), sources can include patent/admission trackers, subsidy program price brackets, deep website/marketing review, and trade show collateral .

Case Studies & Lessons

1) Intercom’s AI pivot: speed + metrics + “delete your old playbook”

What happened:

  • After five quarters of declining revenue growth, Intercom decided (within ~2 weeks post-ChatGPT) to bet the company on AI, rip up strategy/roadmap, and launch Fin in March 2023 .

What “success” looked like (as reported):

  • Fin: over 1M resolutions per week, 6,000+ customers, and 65% average resolution rate .

Key lessons to reuse:

  • They emphasize the mistake of “adding AI” instead of reimagining the product—and call out vision dilution/delay as common failure modes .
  • Their framing includes deleting prior processes and principles that were designed for the SaaS era .

2) Pre-mortems can surface “silent” top risks before launch

In one large launch, a pre-mortem surfaced that app performance was “extremely slow”—a risk many had experienced but hadn’t discussed; it became a top-voted focus area, and the team turned performance around quickly once it had focus .

Takeaway:

  • If a risk is widely felt but not spoken, the mechanism of anonymous input + structured prioritization can force it into the open .

3) Follow-up pre-mortems expose whether fixes actually stuck

A follow-up pre-mortem after an earlier initiative showed the team had fixed systemic issues like unclear requirements and lack of focus on the right problems, but scope creep persisted—and some earlier accountability actions were incomplete .

Takeaway:

  • Re-running the exercise can reveal “lingering problems” and guide coaching/upskilling priorities .

Career Corner

1) A 15-step roadmap to (high-paying) PM roles

Aakash Gupta’s sequence starts at fundamentals and ends in negotiation and compounding career growth :

  1. Understand the PM role
  2. Learn PM fundamentals
  3. Master product strategy
  4. Learn product discovery
  5. Understand growth
  6. Learn analytics & experimentation
  7. Study company growth case studies (Cursor, Linear)
  8. Build your PM portfolio
  9. Optimize resume & LinkedIn
  10. Master PM interviews
  11. Execute your job search
  12. Target companies
  13. Nail team matching
  14. Negotiate
  15. Grow your career

Useful reading pointers (as shared):

2) “Principal in 4 years” debate: title inflation vs transferable scope

Several hiring-oriented comments argued that APM → Principal in ~4 years often signals title inflation, and that “true” principal roles typically require broad exposure and many years of experience . One suggested tactic: list yourself as Sr PM to target stronger companies if your current title is inflated .

How to apply:

  • Align your resume title and story to the scope you can defend across orgs—especially if you haven’t had multi-ecosystem/vertical exposure .

3) Interview performance: reps, real stories, and frameworks—without sounding robotic

Tactics that repeated across threads:

  • Practice matters because unfamiliarity with the format consumes brainpower during the interview, making it harder to say something that stands out .
  • Prep 3–4 quantified stories and practice telling them out loud to prevent “brain blanks” .
  • Use frameworks to organize thoughts in real time, but avoid over-indexing on a single “form” that makes you sound like a robot .
  • Free mock interviews: StellarPeers was suggested as an alternative to paid mock programs .

4) IC vs manager tracks: separate skills, legitimate choices

Key distinctions:

  • IC PMs focus on stakeholder management and influence; PM managers must coach and grow their team and deliver through them .
  • Strong PM managers may spend ~80% of their time coaching (1:1s, skill-building) .
  • Many PMs explicitly prefer (or return to) IC roles due to the emotional load and administrative overhead of people management .

5) When your “performance” issue is actually a capacity issue

A veteran PM argued that what looks like a skill gap can be mental/emotional hurdles—and suggested two levers that improve concentration: sleep (8+ hours; test for apnea if persistently tired) and substantial movement (walking + weight training + stretching) .


Tools & Resources

1) Watch: Pre-mortems for product failure prevention (Mind the Product)

Notable “practice details” covered: IdeaBoardz for anonymous input , tiger/paper tiger/elephant categorization , and voting constraints to avoid venting .

2) Watch: Intercom’s AI transformation (SaaStr AI)

3) Reading: Demand discovery resource

4) Free mock interviews

  • StellarPeers (suggested for finding mock interview buddies):

5) “AI portfolio projects” ideas (for job seekers)

A laid-off PM shared project directions like automating PRDs, condensing user feedback/meeting notes, and “vibe coding” prototypes—and mentioned tools like Claude Code, Lovable, Replit, and n8n .

AI-era PM craft: functional prototyping, outcome-first measurement, and execution quality guardrails
Jan 28
10 min read
267 docs
Sachin Rekhi
Julie Zhuo
Aakash Gupta
+10
This edition focuses on AI-era product practice: building functional prototypes that can actually change decisions, avoiding faux accounting through outcome-first measurement, and managing execution quality with clear standards. It also includes practical career guidance on growth→PM transitions, navigating politics and visibility, and self-protection tactics in dysfunctional PIP environments.

Big Ideas

1) The “AI PM” era is defined by ambiguity—and hybrid capability

Some PMs describe the AI PM job as figuring out what’s possible while deciding what to build . This uncertainty shows up in vague job descriptions as companies look for people who can operate without clear answers .

Why it matters:

  • The role rewards PMs who can stay technical enough to validate what’s real while keeping strategic focus on what matters .

How to apply:

  • Treat “engineer vs PM” as a productive tension to hold rather than a choice to resolve .
  • Expect uncertainty and build comfort working in “Product Management 3.0 powered by AI,” rather than waiting for clarity that may not arrive .

2) Fast testing is a governance tool: it prevents late insights and loud defenses

Two related warnings:

“A decision that cannot be tested quickly will be defended loudly.”

“If new insight doesn’t change a roadmap, it didn’t touch the real decision.”

Teams often surface insight after a plan has momentum, when changing course means undoing work, so everyone nods and continues . Over time, this teaches teams that “learning” won’t change anything .

Why it matters:

  • Discovery that arrives after commitment becomes commentary, not control.

How to apply:

  • Design work so that key assumptions can be tested early (even crudely), before a roadmap hardens .

3) Avoid “faux accounting”: optimize for impact over rollups, points, and time tracking

John Cutler argues the dream of clean rollups (stories → epics → initiatives) is seductive, but often fails because much work isn’t neatly ticket-able and classification schemes keep changing . Making rollups clean can become an antipattern—numbers that look like accounting (points, hours, allocations) can lead teams to manage proxies instead of reality .

The result can be either faked reporting to appease rollups or degraded outcomes because teams shape work to fit reporting structures .

Why it matters:

  • “Perfect” reporting can quietly compromise impact.

How to apply:

  • Prioritize tracking changes that hit production and what happened next (customer usage, expected outcomes) .
  • Separate “time allocation” from “capacity,” which is emergent and built over time via team health, debt reduction, customer connection, and instrumentation .

4) Differentiation often comes from outcome failures and focus—not feature volume

One startup lens: stop asking “how are we different?” and instead ask what failure still exists even after people use existing solutions. Markets can look saturated until you zoom in on where outcomes still break down—often in the parts others accept as “good enough” .

A related framing: differentiation can come less from features and more from how clearly you solve a specific problem for a specific group; narrowing focus can make a product feel distinct without changing much .

Why it matters:

  • It shifts competitive analysis from “checklist parity” to “where trust breaks, workarounds appear, and users complain” .

How to apply:

  • Inventory customer workarounds and complaints, and map them to an “outcome breakdown” statement you can validate in discovery .

Tactical Playbook

1) Build functional prototypes, not “AI slop” (a repeatable workflow)

Sachin Rekhi’s core admonition:

“BUILD FUNCTIONAL PROTOTYPES, NOT SLOP”

AI slop is easy to generate (generic styling, vanilla scenarios) but isn’t shippable; the hard part is reaching production-grade prototypes .

Step-by-step:

  1. Lock design consistency once: take a screenshot of your product, recreate it, iterate until it’s correct, then save as a baseline template so future prototypes inherit your design system . (Or import a design system / build a base template for PM prototypes) .
  2. Diverge on purpose: generate 4+ design variants instead of 1; tools like Magic Patterns support this, or you can prompt to “Explore multiple designs” .
  3. Make it functional: integrate real APIs (e.g., OpenAI), use real data, and add analytics + validation loops (PostHog analytics, surveys, heatmaps, session recordings) so you’re testing behavior on real functionality—not mockups .
  4. Use prototypes for shaping, not just pitching: one described approach is building prototypes for multiple problems, launching internally, and productionizing what gets used .

Why it matters:

  • Functional prototypes create evidence that can change decisions early (instead of post-commitment learning) .

2) Treat build-vs-buy like discovery (especially now that AI makes building cheaper)

AI lowers the barrier to building via cheaper prototyping and “vibe coding,” but it doesn’t erase complexity or maintenance costs .

Step-by-step:

  1. Define the decision beyond speed/cost: evaluate core value, data ownership, and long-term responsibility.
  2. Identify the “data is the product” cases: when workflows/data are deeply personal or idiosyncratic, owning/control can change the equation .
  3. Treat each option as assumptions to test:
    • Do feasibility testing on the build side
    • Trial vendors (don’t rely on marketing claims) .
  4. End with the ownership question: not just can we build it, but should we own it?.

Why it matters:

  • It replaces gut-feel decisions with structured de-risking—and surfaces hidden long-term costs early .

3) Reduce context switching without creating a “tracking tax”

Teams discussed common measurement approaches (planned vs unplanned time tracking, “disruption points,” tracking WIP over time) . But they also called out the failure mode: leadership demands proof → teams start tracking everything → tracking becomes the new problem .

Practical approach:

  1. Start with the simplest intervention: ask the team what’s interrupting them and remove the source where possible .
  2. Fix the schedule first: plan for at least 4 uninterrupted hours for engineering (more if possible), and protect thinking time for design/product too .
  3. If leadership insists on a signal, prefer lightweight indicators over pervasive time tracking (e.g., track number of WIP items over time) .

Why it matters:

  • Good planning should facilitate the team being successful—not create more overhead .

4) Enforce quality via shared standards (so “you didn’t tell me code needs to work” doesn’t win)

One concrete lever is a Definition of Done that sets minimum quality bars (examples given: no broken features, page loads under 2 seconds, all deployed code tested) .

Step-by-step:

  1. Draft a DoD and share it widely; treat no feedback as tacit agreement .
  2. Warn the team it’s the new standard and document breaches.
  3. Don’t accept stories that don’t meet acceptance criteria and DoD—reject and rework .
  4. Escalate quality ownership appropriately: record rejected stories and send them to the engineering manager (and bosses) for coaching—EMs are responsible for code quality .
  5. Ensure leadership alignment on process enforcement; without product+engineering leadership agreement, blame-shifting persists . Use planning/leadership updates to show deadlines missed due to errors .

Case Studies & Lessons

1) When teams “ship nothing,” the reporting system may be masking reality

Cutler describes seeing teams cranking out epics/stories/points and tracking time, yet shipping no changes to production . He challenges the idea that epics/stories/tasks are anything more than imperfect placeholders—and suggests the only thing that may matter is tracking what released, how customers used it, and whether it did what you expected .

Key takeaways:

  • If you can’t connect work to outcomes, you may be managing the report, not the product .
  • Ask whether your measurement is supporting a decision, and accept uncertainty instead of chasing false precision .

2) Scaling a three-sided marketplace: customer closeness + “win-win” influence

In a CPO story from a three-sided marketplace (consumer app, partner tools, courier logistics), no part of the platform works without all three sides .

Two reusable practices:

  • Customer closeness across all sides: on-ground visits and conversations reveal realities you can’t get from reports or data alone .
  • Influence by finding win-wins: understand what stakeholders are incentivized to achieve, then shape collaboration so both sides succeed—and hold product leaders to be more commercial than “proxy metrics” .

3) “Caring without lowering the bar”: a management model you can operationalize

Julie Zhuo frames leadership leverage as three levers:

  • People (hire great talent; help them do their best work)
  • Process (how collaboration and decisions work; “I make all the decisions” doesn’t scale)
  • Purpose (shared direction and what greatness looks like; orchestra analogy) .

She also distinguishes “niceness” (avoiding discomfort) from “kindness” (giving the feedback that supports someone’s long-term growth, even if uncomfortable) .

4) Tool obsession vs product ownership: automation-first leadership can flatten teams

One PM described a prior role owning P&L, tracking KPIs, and growing a product from $3M ARR to $13.5M ARR in three years without relying on tools like Claude or n8n . In a new org, they report leadership’s main strategy instruction is “go big on automation,” with a VP pushing automation tools for technical discovery before SMEs and driving small bug fixes in standups/demos .

Key takeaway:

  • If “tool output” starts substituting for team recommendation-making, you may need explicit guardrails around how discovery decisions get made and who owns scope/approach .

Career Corner

1) Moving from growth into PM: treat it as a skills transition (and a story transition)

Advice from growth-to-PM threads:

  • Don’t switch just because PM feels “more legit” . Senior growth is a legitimate path; “graduating” to PM is outdated thinking .
  • A valid reason to switch is wanting to own what gets built, not just optimize what exists .
  • Typical gaps: feature specification and end-to-end product delivery (shipping something that isn’t a test) . Going straight to generalist PM can mean competing against people who’ve shipped features for years—effectively resetting levels .

A useful narrative reframe:

“I’ve spent a decade understanding why users convert and retain. Now I want to apply that to what we build, not just how we optimize it.”

If you do want to transition, one suggested path is:

  • Use Growth PM as a bridge, showing you can own the roadmap beyond experiments .
  • “Productize” your experiments by framing them as features/outcomes (not tactics) .
  • Build a “proof of work” AI-driven MVP you can demo via live URL .
  • Invest in AI orchestration (integrating LLMs into the user journey for real-time personalization) .

2) PM work is sequencing bets—not just learning fast

One comment emphasizes PM work as sequencing bets over time, not inventing ideas or running tests. Growth teaches rapid learning; PM work includes deciding whether learning is the right thing right now.

How to apply:

  • Practice saying no to good ideas due to timing/capacity (not because they won’t work) .

3) Staying IC, going deep, and the politics/visibility trade

Some PMs prefer staying hands-on as ICs to pressure-test ideas with engineers/designers/commercial teams and avoid roadmap decisions that fail in execution—even if it’s not the fastest advancement path in large companies .

At the same time, others warn that advancement can be driven by “visibility, not execution” , and that focusing less on product detail can free time for political work depending on what decision-makers value . Evaluate political environments carefully: “cult of personality” promotions can create top-heavy orgs with too many strategizers and not enough people to do the work .

4) PIP + dysfunctional execution: prioritize self-protection and optionality

Multiple threads converge on a grim pattern: on a PIP with little leadership support, you may be getting managed out—start interviewing and protect yourself .

Concrete tactics mentioned:

  • Document everything (requirements, issues, attendance) and don’t rely on email being read; put requirements in Jira and record calls .
  • Ask to record each PIP tag-up to document progress against goals .
  • Remember the principle: accountability and authority must match—if you’re accountable for performance, you need corresponding authority (e.g., ability to fire); otherwise, “time to leave” .

Tools & Resources

1) Sachin Rekhi’s “functional prototyping” walkthrough + tool map

Tool breakdown cited for PMs: Bolt (speed), Magic Patterns (diverging), Reforge Build (context integration), Cursor (technical PMs), v0 (beautiful UIs) .

2) Voice AI workflows for PMs (Speechify bundle)

Workflow examples include dictation for faster drafting and listening to docs during “dead time,” with speed settings based on familiarity .

3) Team “association mapping” tool for sparking org conversations

4) Opportunity Solution Trees workflow: Miro + JPD hybrid

Recommendation: use Miro for the visual “tree” and JPD for context/status tracking . In practice, share trees selectively; many stakeholders only care about their idea or what reaches build stage .

5) Naming the “existing product specs” doc (for PM ↔ product marketing alignment)

For documenting an already-built product (features, requirements, limitations), suggested names include Product Brief, functional specification, product capability/feature overview, or product/feature brief . Define the template up front for consistency .

From choosing the right work to building agent-ready products: new PM frameworks and field-tested tactics
Jan 27
8 min read
200 docs
The community for ventures designed to scale rapidly | Read our rules before posting ❤️
Teresa Torres
Aakash Gupta
+6
This edition connects emerging PM shifts (AI-to-AI interfaces, product shaping, and data-driven build-vs-buy) with concrete playbooks for stalled growth diagnosis, quarterly pain prioritization, and team autonomy. It also includes pragmatic career guidance on exec communication, interview structure, and building strategic muscle—plus a curated set of talks and templates to explore.

Big Ideas

1) The bottleneck is increasingly choosing the work, not doing it

Hiten Shah’s framing: “The bottleneck moved from doing the work to choosing the work.”

Why it matters: As execution gets easier (via better tooling and AI), PM leverage shifts toward prioritization discipline and decision-quality.

How to apply: Treat prioritization and validation as first-class work products (not “planning overhead”)—and require clear success criteria before committing teams.

2) Product management is shifting from human UIs to AI-to-AI interfaces

Aakash Gupta argues PMs are increasingly “designing for AI agents making API calls on behalf of humans,” which raises new product questions around the AI-to-AI interface, what information you expose, what actions external agents can take, and how trust signals work machine-to-machine.

Why it matters: It reframes discovery and platform strategy: you’re not just optimizing screens; you’re defining capabilities and permissions for agents.

How to apply: Add explicit PRD sections for (a) AI-to-AI interface, (b) permissioning/actions, and (c) trust signals.

3) “Product shaping”: validate problem–solution pairs with internal prototypes before roadmapping

Sachin Rekhi describes a flow where prototypes are built and tested (internally) before the team commits the problem to the roadmap—prioritizing validated problem-solution pairs, not just problems.

Why it matters: The traditional flow can commit you to a problem before you’ve validated any solution works.

How to apply: For each candidate problem, build a prototype and run internal usage/fit checks before promoting it into roadmap commitments.

4) Build vs. buy is being rebalanced by AI—and by data ownership

Teresa Torres’ baseline heuristic: if a tool is not core to the value you deliver to customers, buy it (don’t spend product/engineering/design time on it). But the build/buy boundary can shift when the underlying data is critical to own and manage—especially as AI makes building easier.

Why it matters: Vendor choice increasingly includes strategic questions about lock-in and portability, not just feature checklists.

How to apply: Elevate “data portability” to an explicit selection criterion (including exports for comments/attachments, formats, and completeness).


Tactical Playbook

1) If growth stalls: use Cohen’s sequence, but run harder tests inside each step

Jason Cohen’s diagnostic sequence (shared via Lenny Rachitsky) is: logo retention → pricing → NRR → marketing channels → target market. If you’ve already adopted the sequence, the sources added several high-utility “sub-tests”:

A. Logo retention: quantify the ceiling; start with onboarding

  1. Compute the ceiling: monthly new customers ÷ monthly cancellation rate = max customers you’ll ever have (a quick way to see how much churn caps growth).
  2. Focus early: Cohen calls onboarding the highest-leverage lever to reduce churn; improvements in the first 30 days compound over lifetime retention.

B. Churn research: don’t accept “too expensive” at face value

  1. Treat “too expensive” as a surface symptom; the customer already accepted pricing when they bought, so dig for what changed (needs, integration issues, feature gaps).
  2. Improve cancellation-survey signal: ask “What made you cancel?” instead of “Why did you cancel?”—Cohen reports response quality doubled with the “what made you” phrasing.

C. Pricing: run larger experiments than you’re comfortable with

  1. Expect undercharging: Cohen’s example—moving from $300/year to $300/month kept signups “exactly the same.”
  2. Remember pricing selects market: pricing can signal credibility to larger companies (maturity, governance, support), not just “value.”

D. NRR: treat >100% as a scale prerequisite

  1. Cohen’s claim: NRR above 100% is “nearly mandatory” for scale; he cites a median NRR at IPO of ~119%.
  2. Even strong expansion doesn’t fully offset logo churn because the percentage gain doesn’t “recover” a percentage loss.

E. Marketing channels: plan for decay, not steady-state plateaus Cohen argues channels often follow an “elephant curve” (growth → flat → sagging tail) as audiences fatigue, competition crowds in, and algorithms change.

F. Positioning: change framing to unlock higher willingness to pay He suggests the same product can command materially higher prices depending on framing (e.g., “double your leads” vs. “cut your ad costs in half”).

G. Target market (and goals): ask whether growth is actually required After optimizing churn, pricing, NRR, and channels, Cohen suggests the honest question: do you need to grow, or has growth reached natural limits where scaling becomes optional?

2) Research-driven prioritization you can run every quarter

A simple, repeatable method shared in r/ProductManagement:

  1. Watch 10–20 users work to identify pains.
  2. Survey 200–300 users to prioritize those pains.
  3. Use the prioritized pain set as the “Customer Satisfaction” portion of the quarterly plan (alongside Tech Debt and Strategic New Features, if any).

Why it matters: Large-sample survey data makes it “a steep hill” for stakeholders to challenge priorities that users didn’t ask for.

How to apply next week: In interviews, ask users to walk through the last time they had the problem (“what did you actually do?”), not whether they would use your solution.

3) Build autonomy and accountability with a “Ladder of Leadership” progression

For teams that aren’t ready for full autonomy, a suggested model is David Marquet’s Ladder of Leadership: move from “I’ll do this for you” toward “you do this without me.”

Practical intermediate rungs to use in standups / 1:1s:

  • Ask them to react to your plan.
  • Ask for their suggestion on how to solve it.
  • Have them take a first swing, then review before completion.

Add two guardrails:

  • Align on what success looks like when issues are raised.
  • Watch for incentives and whether managers reinforce accountability.

4) Treat build-vs-buy like discovery: test assumptions on both sides

From the same Build vs. Buy discussion:

  1. If it’s core, assess whether you have skills to build it and whether a market leader is “way better” (example given: payments → Stripe).
  2. Compare build/maintain cost vs vendor ability/quality and competitive risk (e.g., competitors using the same vendor).
  3. De-risk with feasibility testing/tech spikes on the build path; explicitly break the decision into assumptions.
  4. Trial vendors pragmatically—e.g., run API tests during free trials to ensure fit.

Case Studies & Lessons

1) When competitors own the “bigger TAM” lane, retention can be the tie-breaker

A founder building an AI copilot for calls described two core features: one differentiated, and a real-time meeting assistant that overlaps with more complete competitors (meeting notes, follow-up emails, pre-call research, “undetectable mode,” integrations). They’re debating whether promoting the overlapping feature is wasted effort: it may have a bigger TAM but much stronger competition, while the differentiated feature has smaller markets with higher engagement and retention.

Takeaway to reuse: If you’re splitting growth across “big TAM / heavy competition” and “smaller / higher retention,” explicitly decide which signal you trust more (retention/engagement vs TAM).

2) Pre-product proof patterns (and why they work)

A startup comment listed several ways to demonstrate demand before building:

  • Marketing site + waitlist
  • LOIs for B2B
  • Pre-sold orders
  • “Wizard of Oz” or “concierge” MVPs without a full product

They also cited Zappos’ early proof: Tony Hsieh photographed shoes, put them on a static site, and bought/shipped shoes manually when orders came in—explicitly to prove people would buy shoes online before funding.

Takeaway: “Proof” is often a designed workflow, not a finished product.

3) AI prototyping is fast—but teams report predictable failure modes

Across PMs trying AI design/prototyping tools (Lovable, Bolt, Figma Make, etc.), recurring issues included:

  • Outputs look generic (demo-like)
  • Context loss from re-explaining across tools
  • No edge-case thinking (literal prompt execution)
  • Designer still required (it’s a starting point, not a finished artifact)

A counterpoint from a PM using v0 frequently: misinterpretations and “slop” often require ~30 minutes of cleanup, but they mitigate generic outputs with brand-guideline prompts, keep context in a Google Doc, and explicitly ask an LLM for edge cases to convert into instructions.


Career Corner

1) Executive communication: stop “showing your work” by default

A practical lesson shared: early-career PMs often write long, detailed emails (school conditioning), but exec communication is frequently one sentence.

“you were hired under the assumption that you know what you’re doing. Higher ups don’t need the details of how you arrived at the answer…”

How to apply: Send the decision, the why in one line, and what you need from them—keep the appendix for follow-ups.

2) Interview prep: use frameworks, but don’t cling to them

A commenter recommended Cracking the PM Interview for its structures (even if dated), but emphasized: frameworks should be used flexibly—break the workflow into steps, critique as you go, and make reasonable assumptions. Also: interviewing and doing the job are different skills.

3) Build strategic muscle by understanding the business model (and the numbers)

Advice for strategy development: invest time understanding how the business makes money today and could in the future; it helps align product thinking with business thinking. A recommended intro to business finances: Financial Intelligence (Karen Berman & Joe Knight), paired with understanding your company’s core goals and KPIs.

4) If you feel stuck in “feature factory,” change the environment—or change your inputs

Community perspectives:

  • Enterprise/SaaS environments can skew toward sales-driven feature requests; consumer/SMB products can force stronger product thinking via user research, hypothesis validation, and iteration.
  • Mid-size companies were suggested as a “sweet spot” (less founder dictation than very early startups; less bureaucracy than big companies).
  • Separately, one commenter noted it’s hard to get out of tactile execution—especially if you’re good at it—so “getting out of the weeds” is a real skill to develop.

Tools & Resources

1) Watch: Build vs. Buy (Teresa Torres & Petra)

YouTube: https://www.youtube.com/watch?v=4YzNTHajpvY

Highlights covered include the baseline “buy non-core” principle, data portability, and treating build-vs-buy like assumption testing/discovery.

2) Listen/read: Advanced Guide to AI Prototyping with Sachin Rekhi

Substack episode: https://www.news.aakashg.com/p/sachin-rekhi-podcast

Focus includes moving from “AI slop” to production-grade prototypes and using functional prototypes (APIs, real interactions, real data) for better validation.

3) Prioritization template for integrations (often reusable for other features)

Pandium blog (includes a downloadable template): https://www.pandium.com/blogs/how-to-prioritize-product-integrations

4) Lightweight PM resource list

Notion link: https://www.notion.so/Product-Management-Resources-27f8b62faa2b812f9cebca50522122a8

5) Internal/external update automation in Linear

A suggestion: share external progress boards via heliumrooms.com and use Linear “Pulse” to summarize internal updates and send daily inbox reports.

Diagnosing stalled growth, building conviction under ambiguity, and sharper PM career moves
Jan 26
6 min read
121 docs
Product Management
Lenny Rachitsky
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This edition highlights Jason Cohen’s 5-question framework for diagnosing stalled product growth, plus practical methods for building conviction under ambiguity through disciplined experimentation. It also covers real-world career guidance (manager evaluation, comp/equity negotiation) and lightweight execution systems and tools shared by the PM community.

Big Ideas

1) When growth stalls, diagnose systematically (not by shipping more features)

Jason Cohen shared a 5-question sequence for figuring out why a product stopped growing: logo retention → pricing → NRR → marketing channels → target market. The intent is to methodically identify the root cause rather than guessing .

Why it matters:

  • It turns “we’re not growing” into a bounded investigation across retention, monetization, and distribution—reducing thrash when teams feel pressured to “do something” .

How to apply:

  • Use the sequence as a checklist and stop only when you have enough evidence to name which layer is failing (retention vs. pricing vs. channels, etc.) .

Related materials: You can find the conversation via YouTube/Spotify/Apple links shared in the thread .

2) In ambiguous work, conviction comes from process discipline—not “the right answer”

Multiple PMs in r/ProductManagement converged on a theme: when you’re handed failing KPIs and everything feels ambiguous, build conviction through a disciplined experimental process focused on the fastest signal—not a search for the “right” answer .

Why it matters:

  • When stakeholders can’t see your logic, they’ll question your decisions even if you’re moving in the right direction. A rigorous method is often the only defensible asset in high uncertainty .

How to apply:

  • Optimize for fast learning loops, and treat “failed” experiments as wins if they eliminate major variables that could explain KPI decline .

3) “Years of experience” is a weak proxy—evaluate capability and fit

Across several threads, commenters emphasized that competence doesn’t reliably correlate with tenure or title . One framing: someone can have “1 year of experience 7 times,” while another has fewer years but real growth in scope and challenges .

Why it matters:

  • PMs often over-index on seniority when assessing managers or leaders; the community advice repeatedly points toward direct evaluation: meet the person, ask questions, and judge whether you can learn from their leadership style .

How to apply:

  • Treat leadership assessment as a product discovery problem: gather evidence via targeted questions rather than assuming outcomes from resume signals .

Tactical Playbook

1) A practical “stalled growth” diagnostic you can run in order

Use Cohen’s 5-step sequence as a structured investigation path :

  1. Check logo retention (are customers leaving?)
  2. Interrogate pricing (is packaging/price limiting growth?)
  3. Review NRR (is expansion offsetting churn or compounding it?)
  4. Audit marketing channels (are acquisition paths tapped out?)
  5. Revisit target market (are you aimed at the wrong segment?)

Two specific tactics mentioned alongside the framework:

  • Cohen argues “it’s too expensive” is almost never the real reason customers churn .
  • He also mentions a small copy tweak that can double response rates on cancellation surveys (useful when you need better churn insight) .

2) “Build conviction” under scrutiny: a repeatable experiment-and-evidence loop

A compact loop drawn from multiple comments:

  1. Pick the KPI that matters most for your scope and own moving it .
  2. Slice the problem and show your work so stakeholders can follow your reasoning (“walk them through the why”) .
  3. Run experiments for the fastest signal rather than trying to prove you’re right upfront .
  4. Tie every test back to the faltering KPI—even failures are valuable if they rule out major variables .
  5. Build a case using multiple streams of evidence (customer interviews, KPI trends, funnel behavior), then recommend a choice and execute .

Guardrail: A/B testing can hedge uncertainty, but it still requires decision-science rigor and the personnel to support correct interpretation .

3) Personal execution systems PMs are actually using (lightweight, adaptable)

Two “keep it simple” routines surfaced:

  • Daily notebook layout: use a basic dotted notebook and redraw a repeatable daily template each morning with sections for meetings, decisions, and next actions; the setup itself helps think through the day .
  • Weekly focus planning (startup context): dedicate full weeks to a single direction (e.g., build product one week, feedback the next, acquisition after) while securing 1 hour/day for routine work . For disruptions, pause to reprioritize and—when possible—schedule the new item into next week’s scope .

“the disciple is a key… An ability to keep focused, saying ‘no’ to yet another opportunity, maintain priorities”


Case Studies & Lessons

1) Why churn is so painful: customers already fought through the “gauntlet”

Cohen’s framing (shared in an excerpt) emphasizes how improbable it is for a customer to discover, evaluate, and buy—making churn feel especially costly once they do convert .

“Think about the gauntlet people went through to get to your product… And after all of that… they’re like no bye.”

Takeaway:

  • If churn is high, treat it as a top-tier growth blocker—because acquisition already filtered for intent .

2) A leadership counterexample: strong product leadership without product background

One commenter described a CPO who had never worked in software and had no prior product role, but succeeded via deep subject-matter expertise and decades of executive leadership . They credited traits like being a strong leader/diplomat and trusting specialists to teach and execute .

Takeaway:

  • The leadership skill set you need from your boss may be different from the product IC mentorship you want (don’t assume they come together). Evaluate explicitly .

3) Launch posture: default to a soft launch unless you have serious demand queued

In r/startups, one commenter argued “hard launches” rarely work unless you have at least 2000 people on a waitlist. They recommend a soft launch with a few customers to gather feedback and build awareness, without needing an LLC or payment processing if you’re not charging yet .

Takeaway:

  • If your goal is learning and awareness, optimize for feedback loops over ceremony (especially early) .

Career Corner

1) Negotiation: benchmark against similar roles, then decide cash vs. equity

From a compensation thread:

  • Start by researching comp for similar roles; a percentage raise request is hard to evaluate without market reference points .
  • One commenter suggested that if you’re “re-leveling organically” as the company grows, consider prioritizing an equity raise over title/cash . (The original poster still planned to negotiate equity but focused first on cash comp) .

Market ranges mentioned in the thread:

  • A “small company” US junior PM role was described as topping out around $200k base (possibly lower) .
  • For a remote India hire, another commenter suggested $50k–$100k due to geography and the company potentially aiming to reduce payroll by hiring in India .

2) Choosing (and evaluating) your manager: ask questions, don’t over-index on tenure

Repeated advice: years of experience and titles aren’t enough—meet the person and ask good questions before deciding if you want to be managed by them . One caution: a bad manager can be “disastrous” .

A helpful reframing: fit is partly about your own expectations—what you believe the product lead “should” do and how they should support you; mismatched implicit expectations can break the relationship even if the lead is capable .

3) Experience quality > experience length (but time still teaches)

Commenters noted both sides:

  • Tenure can mask stagnation (e.g., “autopilot” roles), and people can repeat the same year of experience multiple times .
  • At the same time, surviving many workplace “shitstorms” can build maturity you can’t get from talent and books alone .

Tools & Resources

1) A free PM career-management platform (Firebase Studio)

A community member shared a free platform they built to help PMs manage career development—tracking skills leaps, recording achievements, and capturing frameworks/book snippets.

2) A single rule of thumb for launch planning

If you’re debating launch style, one concrete threshold offered: don’t bet on a hard launch unless you have ~2000 waitlist signups; otherwise soft launch for feedback and awareness first .

Grounded AI workflows for PMs, defensibility in AI-native products, and practical career tactics
Jan 25
9 min read
199 docs
The Founder's Foyer with Aishwarya Ashok
Product Management
Casey Winters
+1
This edition focuses on grounded AI usage (market intelligence, discovery synthesis, and defensibility in AI-native products), plus practical playbooks for OKR reviews, sales enablement, and interview prep. It also includes real-world cases on platform constraints, org redesign burnout, and AI-assisted decks with traceable numbers.

Big Ideas

1) Treat AI as a grounded research assistant, not an oracle

A recurring theme across sources: AI is most reliable when it’s constrained to trusted inputs and asked to synthesize, compare, and spot patterns—while staying traceable back to documents you can inspect . The Substack piece calls out common traps in market research (confident-sounding but wrong outputs; blurred sources; generic insights) and recommends workflow guardrails like evidence requirements, time bounds, and an explicit “no fabrication” rule .

Why it matters: Market intel and strategy decisions become fragile if key claims aren’t traceable to sources you trust .

How to apply: Curate a “source universe” up front (e.g., filings, analyst reports, transcripts, reviews, internal tickets) and require the AI to show which sources support each key claim .

2) In AI-native products, differentiation shifts from “hard to build” to compounding advantages

Casey Winters argues that many AI-native features are useful and growing, but can be replicated quickly—so long-term advantage needs to come from compounding mechanisms like network effects and deep customer integration, not just the “magic trick” of an AI-enabled feature . He also warns against getting distracted by every model announcement: the durable PM motion is still “start with the customer problem, work backwards to technology” .

Why it matters: If the feature moat collapses quickly, your roadmap needs an explicit plan for defensibility (integration depth, workflow ownership, etc.) .

How to apply: Pressure-test each major AI bet with: “If a bigger company ships this in weeks, what advantage do we still have?” .

3) “AEO” may be a trap; build toward agentic workflows defensively

Winters describes “answer engine optimization (AEO)” as a likely trap for most companies—arguing that LLMs won’t share traffic the way Google historically did, and that model companies want to build agents that can handle discovery and transactions across verticals . His takeaway: instead of optimizing for brand mentions, companies should help customers become “agentic” (e.g., build agent versions of workflows and integrate with LLM tooling) and defend their position in the workflow .

Why it matters: If LLMs become the primary discovery layer, distribution strategy alone may not protect your business .

How to apply: Shift planning from “how do we get referenced?” to “what workflow do we own, and how do we make it agent-native?” .


Tactical Playbook

1) Product discovery synthesis using an LLM + your raw inputs (tickets, interviews, competitor notes)

One PM describes using Claude Computer (CC) by loading folders of competitor data, Zendesk tickets, interviews, and stakeholder feedback, then querying for patterns that narrow the problem .

Step-by-step

  1. Assemble the inputs: support tickets, interview notes, competitor materials, stakeholder feedback .
  2. Ask for a ranked summary of top 3 pain points (defined as most frequently shared) .
  3. Ask for who mentions each pain (pattern by user type) .
  4. Pull direct quotes that capture the pain (useful for narratives, PRDs, and stakeholder alignment) .
  5. Ask explicitly for contradictions between users (useful for segmentation and trade-offs) .

Why it matters: The workflow is oriented around pattern-finding and problem narrowing, not generating new “facts” .

2) OKR and strategy review via “persona challenge”

A practical tactic: create “skills”/personas (e.g., principal engineer, principal designer, founder) and ask the assistant to challenge a draft set of OKRs as if it were each stakeholder; the author reports the pre-stakeholder feedback was “incredible” and helped refine the draft before socializing it .

Step-by-step

  1. Create 2–3 stakeholder personas you routinely need alignment from (engineering, design, exec).
  2. Provide the OKR draft.
  3. Ask each persona to critique assumptions, risks, and feasibility in-role.
  4. Roll critiques into a revised draft before meeting the real stakeholders.

Why it matters: It can reduce iteration cycles by surfacing likely objections early .

3) “Grounded market intelligence” prompt pattern (evidence-first)

From the Substack guidance: keep AI grounded by anchoring questions in explicit sources, adding time bounds, separating fact from interpretation, and forbidding guessing .

Reusable prompt structure

  1. Define sources you allow (trusted universe) .
  2. Use a time window (“over the past 12 months…”) .
  3. Facts first: “List factual events/data points.”
  4. Interpretation second (explicitly labeled).
  5. Traceability requirement: “List the sources behind each claim; if you can’t find support, say so.”
  6. No-single-source rule: ask for 3 independent sources or label as weakly supported .

Why it matters: It’s designed to reduce hallucinations and avoid roadmap decisions based on a single marketing-heavy doc .

4) Sales enablement: turn release notes into an “ask anything” channel

A PM notes that sales teams often struggle to connect dots after release notes, and not everyone stays updated . A suggested fix: upload release notes and announcements into NotebookLM Gemini to create a chatbot-style interface for sales questions .

Step-by-step

  1. Upload release notes + announcements into the tool .
  2. Post the link in sales collaboration channels and pin it as a top resource (“Have questions on product – Ask here”) .
  3. Continue publishing release notes as usual; the chatbot becomes the “self-serve” layer .

Why it matters: It reduces the repeated effort of manually “connecting dots” for every sales question .


Case Studies & Lessons

1) Platform/library constraints: shipping 70% of “must-haves” when 30% is impossible

A PM discovered their product relies on a limited library that doesn’t cover all use cases; prior dev spikes missed some cases . For a competitive feature, they can build ~70% of must-haves, but can’t build the remaining 30% with the current library—even after multiple deep-dive spikes with different dev leads . Meanwhile, another dev team is building a business-critical feature on the same library . Stakeholders disagree: the PM sees further investment as sunk cost and wants to phase out the library; the VP argues to accept that you’ll never satisfy 100% of must-haves, while still holding the PM accountable for the feature’s success .

Key takeaways

  • When “impossible requirements” are validated by multiple spikes and dev leads, the decision becomes strategic (accept constraints vs. re-platform), not a prioritization tweak .
  • Parallel teams building on the same constraint increases coordination risk and raises the cost of change later .

2) Org design failure mode: one PM owning six products with reduced access and context

A PM with ~5 years’ experience describes a reorg after a CPO left: the team moved under the CTO, two peers became product directors, and the PM was told to keep managing six products alone . They report being excluded from roadmap/planning meetings, receiving information only indirectly, and being blocked from reaching customers; much of the work shifted to spec measurements and support-team support, and requests for additional hiring were declined (while other areas hired) .

Key takeaways

  • Removing roadmap/customer access while increasing product scope is a recipe for low-leverage PM work (support/spec-only) and burnout signals .

3) “Numbers you can defend”: AI-generated decks with built-in fact traceability

A PM reports using Genspark to generate a deck on Pop Mart’s future growth: it pulled the 2024 annual report, generated a structured presentation, and then ran a fact check per slide—either showing where each number came from or stating the data doesn’t exist . They describe a usable first-draft structure (context → current position → growth drivers → risks → comps), then doing a final “exec story” pass themselves .

“It has a fact-check thing… and it shows the exact source per number.”

Key takeaways

  • The workflow positions AI as “junior prep + traceability,” not a storyteller; the PM still owns the narrative and accountability in the meeting .

Career Corner

1) Specialization vs. generalist: what hiring pressure is pushing right now

Several commenters describe recruiting trending toward “perfect fit” specialization (focus area, industry, company size) rather than “good enough” candidates . Others recommend specialization explicitly to get hired in the current market . But there’s also a counterpoint: a PM specialized in a specific AI area (voice agents) says niche expertise can shrink the number of available roles, and hiring is concentrated in certain hubs with fewer remote options .

How to apply: Treat specialization as a trade-off: it may improve fit for some roles but can reduce the addressable job pool if it becomes too narrow .

2) Track what you enjoy (and don’t) as an explicit career system

Career advice shared: track what you like/don’t like across roles/products/orgs, and use job changes to get more of what you like and less of what you don’t; also monitor job posting trends 1–2x/year and practice “selling yourself,” since interviewing is a different skill than doing the job . One suggested framework is a “good time journal” .

How to apply next week: Start logging weekly “energy up / energy down” moments and map them to role traits (product type, org structure, stakeholder mix) .

3) Switching too early can be read as “not fully onboarded”

One hiring-manager view: switching after 6 months devalues experience because that’s often how long it takes a good PM to fully onboard; it can be an immediate red flag .

How to apply: If you want growth work, one suggestion is to incorporate growth thinking into your current roadmap rather than relying on a fast move: tie work to revenue/cost outcomes and allocate 20–30% of roadmap ideas to that kind of impact .

4) Interview execution: use a behavioral “trigger list,” not a script

A practical remote interview tactic: keep a Google Doc open with reminders of your best stories—short prompts so you don’t blank on behavioral questions . One example process: write three examples for each Amazon Leadership Principle, deduplicate down to ~a dozen, and keep only short project-name triggers (read the night before or morning of) .

How to apply: Build an 8–12 story shortlist and practice selecting from it across 30–40 behavioral questions .

5) Career ladders vary; know your org’s title semantics

Examples of ladders shared include: Associate PM → PM → Senior PM → Staff PM → Principal PM and that some orgs use Lead PM as the most senior IC role or even Senior Principal PM; “Group PM” is sometimes managerial and titles are inconsistent .


Tools & Resources

1) Claude Computer (CC) for “living context” and recurring synthesis

One PM describes dropping a CSV into a folder and having CC read it, answer questions, and update a markdown context file so you can return days later to an analysis with updated context .

2) Claude Code “to-do scan” across tools

A PM reports a simple Claude code skill that scans Coda, Jira, Slack, and email to produce a follow-up list (missed Slacks, Jira comments needing action, etc.) .

3) NotebookLM Gemini for sales enablement Q&A

Upload release notes/announcements and provide sales a persistent “ask here” link in Slack .

4) Genspark for slide drafts + per-number traceability

Used to generate an annual-report-based deck and provide a fact-check layer that either cites where numbers came from or flags missing data .

5) Books mentioned (career/entry-level)

  • Cracking the PM Interview: How to Land a Product Manager Job in Technology
  • Zero to One (building from scratch)

Note: one commenter claims most online courses are scams and employers rarely care about certifications .