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AI Introspection Rubric

Point an AI agent at a folder of your own notes to surface criteria you hold implicitly and turn them into a rubric.

Best-Rep Email Cloning

Feed the agent your single best rep's best email, then let it AB-test variants—that's how AI beats your mid-pack.

Break Into AI PM With a Prototype Portfolio

Build a foundation, then ship prototypes that pre-answer the hiring manager's core questions.

Building Trust Through Speed

Ship an honest 'research preview' early, then visibly iterate on feedback so speed builds trust instead of eroding it.

Capability-Value-Scale Software Maturity

New software passes through three stages — what's possible, then what's valuable, then what scales

Connect-Users-to-Value Journey Staffing

Growth's job is to connect users to your product's value — so staff teams around each stage of the user journey.

Context Loading (Additional Information)

Front-load all relevant task information — and put it at the top for caching

Conversation-Intelligence Deal Diagnosis (the Dealbot)

Run an AI agent over every call, email and Slack to find the real reason you win, lose, and stall

Credits-for-Sharing Loop

Pay users in product credits to publicly share what they built — turn usage into free distribution.

Leadership3 steps

Deliberate Low-Leverage Leadership

Choose the nitty-gritty tasks 'anyone could do' — because when a senior leader does them, they become high leverage.

Sales3 steps

Discovery-Led Selling: Ask, Don't Pitch

Great salespeople talk under half the time and answer a question with a question about the question

Don't Default to the Chatbot: Choosing the Right AI Interface

Reject the intuitive AI copy; ask what problem your business actually needs solved.

Peak Performance4 steps

Engineering the Creative Peak

Single-shot coffee, a two-hour deadline, and a good night's sleep — dial in the state, not just the effort.

Ensembling (Mixture of Reasoning Experts)

Solve the same problem several ways and take the most common answer

Existing-User Retention & Resurrection Priority

As a consumer subscription matures, the biggest lever isn't new users — it's current-user retention and resurrecting the dormant.

Explore & Exploit at the Insight Level

Oscillate between finding the right mountain and climbing it — but do it insight by insight, not just at strategy level.

Peak Performance3 steps

Exposure Hours

Build taste as a trainable skill by quantifying time spent watching real people use products

Few-Shot Prompting

Show the model examples of what good looks like instead of describing it

Finding High-Leverage AI Ideas

Give AI work a metric, run hackathons, and study what makes AI products feel magical.

Entrepreneurship3 steps

Follow the Pull

Bet your career on the thing you enjoy, are good at, and others value — even if it's not the plan.

Full-Value Free Sampling (Reverse Free Trial)

Make your free product a live, rationed taste of everything paid can do — not a walled-off basic tier.

Gamification's Three Pillars: Core Loop, Metagame, Profile

Durable habit-forming products stand on three legs: a tight core loop, a long-horizon metagame, and an accumulating profile.

Peak Performance3 steps

Genius-Zone Time Budget

Spend at least 50% of your time on the work you're both great at and love — it's what keeps you showing up.

Give-It-Away Growth Engine

Reclassify free product and AI costs as marketing spend, then give the product away to your best distributors

Go-to-Market as a Product

Design the buying journey as a sequence of experiences, and add value at every touch whether or not they buy

Hire for Clarity-from-Chaos

Screen for fire-in-the-belly, high agency, and the ability to create clarity out of chaos — proven by work trials

Lean-Into-Organic-Sharing Virality

Don't manufacture virality — instrument where users already share, then make those exact moments 5-10x more delightful.

Learn the Tokens, Not the Depth

In the AI era, master the symbolic vocabulary of a domain rather than its exhaustive depth

Legibility Framework for Spotting Frontier Ideas

Hunt for illegible ideas — the ones with real energy that nobody can quite articulate yet — and translate them.

Innovation4 steps

LLM-Optimized Codebase Architecture

Structure your repo so the AI writes the least code possible — infrastructure absorbs the complexity.

Maintain Noise in the Market

Ship every day and talk about it constantly so the product feels alive — with tiered big launches on top

Milestone-Gated Launch Sequence

Don't spend a dollar on marketing until users start sharing your product unprompted.

Innovation4 steps

Minimum Lovable Product

Viability is no longer enough — the bar is a product people love and want to talk about

Multi-Axis Revenue Segmentation

Plot customers on a graph of size plus the attributes that actually drive your revenue, not size alone

Negotiate From Genuine Indifference

The best position to sell your company is being genuinely fine not selling it.

Nine Nos For Every Yes

Guard product quality with creative restraint — every feature you say yes to is a puppy you must care for forever

Practitioner-Sourced Wisdom

The best advice comes from people on the ground doing the thing — not from pontificators.

Finance3 steps

Price Like a Product (and Unbundle Deliberately)

Align price to where value and cost actually accrue, and kill defaulted freemium and mis-packed SKUs

Productivity4 steps

Product-First AI Prompting

Steer AI builders by describing the end-user experience ambitiously, then iterate like you're coaching a collaborator

Prompt Decomposition

Make the model list the sub-problems first, then solve each before the whole

Strategy5 steps

Prompt Injection Defense Stack

Stop trying to fix injection with prompts and guardrails — mitigate at the model level

Raise Your Happiness Baseline

Big events only move you temporarily — the real lever is lifting the baseline you always return to.

Leadership3 steps

Roasting Plus High Standards

Let the team feel safe enough to roast you, then apply high standards without fear — safety makes rigor easier.

Self-Criticism Loop

Get the model to critique its own answer, then implement its own critique

Sales3 steps

Sell to Reduce Risk, Not Increase Upside

Four of five buyers buy to avoid pain or reduce risk — anchor the sale there, not on the art of the possible

Simple, Novel, Emotional: The Shareability Formula

Make it simple, make it show something new, make it feel something — then cut the cleverness.

Single-Channel Build-in-Public Bet

Find the one channel that resonates with your exact audience, then double and triple down.

Speed-to-Aha Over Best Product

Sometimes the correct product decision hurts the aha moment — cut it and get users to magic faster.

Stratified Design Work

Split your time between supporting engineers' execution and setting a 3-6 month vision, not polishing mocks.

The 1,000-Experiments 'What Would Need To Be True' Goal

Set an audacious experiment-volume goal — not to hit it, but to force the conversations that unlock a whole experimentation culture.

Leadership3 steps

The 10-Minute PM Test for GTM-Product Partnership

Hire salespeople with enough product depth that engineers can't tell they aren't a PM

The 30-Day Agent Training Loop

Ingest your docs, then correct the agent an hour a day for 30 days until it performs like your best rep.

The 95/5 Growth Inversion

In fast-moving AI markets, spend 95% inventing new growth loops and 5% optimizing existing ones

Entrepreneurship4 steps

The Chief Agentic GTM Officer Play

Pick one painful problem, one leading vendor, and deploy an agent yourself—50 hours later you're hyper-employable.

The Cold-Pattern Positivity Flip

Find the moments where users feel bad, and flip the product to reinforce progress instead of failure.

The Escape Hatch Principle

Abstractions should let power users drop to raw control when the model doesn't fit their problem

The Forward-Deployed Engineer Vendor Column

Don't buy AI GTM tools on features—buy on who will actually get on the phone and deploy it with you.

The GTM Agent Deployment Sequence

Roll out AI sales agents in the order of lowest effort and highest ROI: start with support, end with reactivation.

Sales5 steps

The GTM Engineer Agent-Deployment Loop

Turn a sales function into an AI agent by shadowing your best rep, then redeploy the humans up-market

The IKEA Effect for AI Products: Leave Knobs and Levers

Don't automate everything away — give users enough control to feel ownership.

The Incognito Cry Test

Go through your own product as an anonymous customer, find what makes you cry, and buy an agent to fix that.

Entrepreneurship3 steps

The In-Product Feedback Loop

Stream user reactions straight into your team's consciousness by building feedback into the product itself

Communication3 steps

The Internal-Signal Quality Bar

It's done when it makes YOU laugh or tear up — not when someone else approves it.

The Lead-Rich Audit

You don't need SaaStr's scale—count your website visitors and untouched CRM leads to see you're already lead-rich.

Mindset3 steps

The Lindy Commitment Test

However long you've sustained something is roughly how much longer you can trust it to last.

The Product-Market Fit Treadmill

In AI, you must recapture product-market fit every three months as both product and market shift under you

Communication4 steps

The Relentless Iteration Loop

Read-through, add, repeat 50-100 times, set aside, return — then hand to editors. That's the secret.

The Three Flavors of AI Product Management

Map any AI PM role into one of three types to target the right skills and job.

Three Designer Hiring Archetypes

Hire for one of three profiles — block-shaped generalist, deep-T specialist, or the crack new grad.

Waiting vs. Wandering: The IC PM Operating Model

Bring energy, wander into the unknown while others wait, and amplify signal with AI.