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By OpenAI

17 recommend/use · 19 sourced episodes

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Innovation3 steps

Adversarial Dogfooding Loop

Force all your work through your own product even when it's the wrong tool, so it becomes the right tool

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Innovation4 steps

Adversarial Multi-Model Peer Review

Have rival LLMs review each other's code and fight it out until no issues remain

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Influence4 steps

Anchor the Pitch to the Exec's Incentives

Find the metric, OKR, or board pressure they own, then show how your idea moves it.

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Innovation4 steps

Architect-Then-Delegate AI Product Building

Use AI to prototype and fill scoped sub-segments, but architect and lock the system yourself — don't cognitively surrender.

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Productivity5 steps

Best-Model-First Agent Workflow

Use the most capable model on max effort, start in plan mode, then auto-accept — counterintuitively cheaper.

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Marketing3 steps

Be The User Reset (Jobs-to-be-Done)

Zoom out and ask what the user hires your product for — then be that user and ask if you'd even buy what you made.

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Innovation3 steps

Build-and-Bake: Ship the Same Feature Until the Model Catches Up

Prototype ambitious features now, let them sit, and re-release the same shape each time models leap

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Strategy4 steps

Builder vs. Information Mover

Diagnose which half of your role AI kills and which half it supercharges.

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Entrepreneurship4 steps

Build for the Model Six Months Out

Design your AI product for the model that ships in six months, not the one you have today.

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Strategy4 steps

Build for Where the Models Are Going

Design products for the capability one to two years out, not today's model ceiling.

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Peak Performance3 steps

Build-With-The-Tools Assessment

Don't test people on doing work without AI — hand them the tools and score what they can build in an hour

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Innovation3 steps

Build Your Own Senior-Engineer Benchmark

Measure AI honestly by scoring new models against real human experts rewriting your actual broken work.

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Strategy4 steps

CEO-Led AI Adoption Playbook

The single predictor of AI adoption is whether the CEO uses it daily — then amplify your 10% early adopters

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Leadership4 steps

Codify Your Judgment into Prompts (Don't Repeat Yourself)

Turn every piece of feedback you give into a reusable prompt so you never say it twice

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Productivity4 steps

Compounding Engineering

Spend a little effort now so each repeat of a task is cheaper than the last

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Productivity4 steps

Context-First Agent Debugging

When a coding agent won't do what you want, treat it as a missing-context problem, not a model problem.

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Innovation4 steps

Continuous Calibration, Continuous Development (CCCD)

A CI/CD-style loop for non-deterministic AI: scope, evaluate, deploy, then calibrate against surprises.

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Leadership4 steps

Critique in Public, Build Trust in Private

Invert the management-book rule: debate directly in public, lavish reassurance in private.

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Mindset4 steps

Crossing the Chasm from Fear to Joy

Reinvent yourself by manufacturing one small moment of building joy, not by studying harder.

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Self-Mastery4 steps

Cultivate Agency, Not Skills

When AI hands everyone the skills, agency becomes the only differentiator — and you build it by making things.

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Productivity3 steps

Demos Not Memos

The first 10% of every project is now free — so build something to react to instead of writing documents.

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Innovation3 steps

Design in the Material

PMs and designers should code — not to ship, but to master the material and truly understand what they're designing.

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Strategy3 steps

Detune Precision by Time Horizon

The shorter the horizon, the more detail; keep long-range plans deliberately hazy to avoid false precision

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Leadership3 steps

Diagnose Agent Failure as Structural, Not Stupidity

When an agent does the wrong thing, check its context, tools, and scope — not its intelligence.

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Influence3 steps

Don't Be Stingy With Words

People can't read your mind — make appreciation explicit, and never fake it.

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Innovation4 steps

Don't Box the Model In

Give the model tools and a goal, not a rigid workflow — scaffolding gains get wiped out by the next model.

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Strategy3 steps

Elastic-Demand Career Bet

Invest in domains where making people 10x more productive increases demand rather than reducing it

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Self-Mastery3 steps

Equally Disappoint Everyone

In your power years, prioritize by spreading disappointment evenly to protect time for reinvention.

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Innovation6 steps

Error Analysis: Open Coding to Axial Coding to Count

Turn messy LLM logs into a prioritized list of failures before you write a single test.

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Strategy3 steps

Evals-Plus-Production-Monitoring Dual Feedback Loop

Reject the false dichotomy: evals catch what you know, production monitoring catches what you don't.

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Strategy3 steps

Eval Triage: Decide What Actually Deserves an Eval

After counting failures, route each one to a prompt fix, a code check, or an LLM judge — not all three.

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Self-Mastery4 steps

Exposure Time for Taste

Deliberately spend more time learning than building to develop the judgment AI can't give you.

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Productivity5 steps

Flow-Preserving AI Assistance Design

Design AI suggestions around the user's flow state: no panel switches, no waiting, ephemeral by default

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Leadership3 steps

Follow the Breadcrumbs and Calibrate Urgency

Act fast on an exec's subtle hints, but ask how strongly they actually feel first.

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Mindset3 steps

Frozen Competence: Where Human Value Survives

Models commoditize yesterday's competence; your value is using that cheap competence to make something new.

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Productivity3 steps

Give It Your Hardest Task

Evaluate a serious AI tool on your gnarliest real problem, not a dumbed-down toy.

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Innovation4 steps

Go All-In When the Experiment Works

Big companies experiment plenty — they fail by hedging instead of doubling down on what works.

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Productivity3 steps

Hand the Toil to the Model First

Delegate the boring, repetitive parts of engineering to agents before anything else, and collapse the path to production.

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Leadership4 steps

Hire an AI Operations Lead

Give one person the dedicated job of automating everyone else's repetitive work with AI

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Entrepreneurship4 steps

Hire Yourself First (Build in Public)

Do the job professionally in public before anyone hires you — then the hire is just changing the vehicle.

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Communication3 steps

Kind and Candid

Reframe candor as an act of kindness so you actually deliver the hard message.

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Productivity3 steps

Label the Process Stage, Not the Polish

A production-looking prototype no longer means it's production-ready — say the stage out loud

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Strategy4 steps

Latent Demand Product Discovery

Find your next product by watching people misuse your current one for something it wasn't designed to do.

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Innovation4 steps

Live in the Future, But Not Too Far

Hold the far-future vision, but land with users where they already work today.

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Marketing3 steps

Make the End User Feel Like a Winner

Design agents that don't just do tasks — they make the user look good and feel like a winner.

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Productivity3 steps

Match the Medium to the Point

When implementation is cheap, the skill is choosing document vs prototype for the point you're making

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Marketing5 steps

Meet-The-Customer-Where-They-Are Marketing

Put your product into the customer's context and re-tune the message for each adopter tier and market.

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Strategy3 steps

Mega Trend vs Hype Cycle — The PhD Test

If you need a PhD to understand it, it's not a mega trend. Don't fight mega trends.

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Leadership4 steps

Micromanage the Decision, Not the Operation

Sweat only the few details that matter for the customer — control the decision, delegate the doing.

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Innovation4 steps

Mixed-Initiative Contextual Assistance

Surface AI help at the moment it's relevant instead of interrupting with notifications.

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Strategy4 steps

Model Casting by Personality

Route each task to the model whose 'personality' matches, and split plans to fit

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Productivity4 steps

Obsolete Yourself

Treat every repeatable thing you do as something to replace with software or an agent.

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Strategy3 steps

Obviously Good, Then Incremental Correctness

Only make obviously good stuff, ship it in iterations, then reconcile the sprawl back to a naked robotic core.

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Productivity3 steps

One Agent Per Lane

Beat context overload by running many narrow, purpose-built agents instead of one do-everything agent.

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Leadership5 steps

Opinion-Based Decisions for 1.0 Products

For a first-of-its-kind product, empower a tiny 'tastemaker' team to make gut calls — data can't yet exist.

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Communication4 steps

Own the Story — No Packet Loss

The leader is the custodian of the message — deliver it to the front line yourself, never via cascade.

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Innovation4 steps

Pain-Plus-New-Technology Idea Selection

Judge what's worth building by pairing a habituated pain with a newly-arrived technology that can finally solve it.

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Innovation5 steps

Parallel Draft Divergence

Start one idea 4-5 times in parallel, each with more precision, then pick the obvious winner.

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Leadership3 steps

Patient-Then-Floor-It Hiring

Be obsessively patient hiring the founding team; step on the gas the moment demand exceeds what you can handle

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Innovation5 steps

Persona-Framing for AI Product Behavior

Pick a human metaphor for your AI, then derive its behavioral guardrails from that role

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Entrepreneurship4 steps

Pick Hard Problems to Attract the Best Team

Hard, important problems attract the best people — and business is a team sport.

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Mindset4 steps

Positive Delusion, Bounded by Learning

Assume everything is possible until proven wrong — but keep learning what's actually possible.

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Entrepreneurship4 steps

Pull-Based Product-Market Fit

Be stubborn on your thesis but open on its form — chase the customer who is surprisingly easy to sell, not the one you must force

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Strategy3 steps

Pull the Thread on New Tools

Judge a new AI tool by where it'll be in a week or a month, not where it is on day one.

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Communication3 steps

Ramble-Mode Onboarding

Onboard an AI agent by voice-rambling everything you need, not by wiring up APIs and structured fields.

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Innovation7 steps

Research-to-Product Graduation

Move an incubated moonshot from the research lab to a product team without killing it or trapping the researchers

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Self-Mastery3 steps

Ride the Models

Stay valuable in AI by playfully applying each new model to your own work and re-testing what it couldn't do before.

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Strategy3 steps

Right to Win via Permission to Play

Before building, ask if it's logical that YOU built it — and whether you have a route to market.

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Innovation3 steps

RLAIF Reward Design

Have an expert define success criteria and a rubric once, then let AI reinforce the capability — more scalable than labeling examples

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Productivity4 steps

Root-Cause Tooling Post-Mortem

When AI botches something, ask what in its prompt caused it — then patch the tooling

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Influence3 steps

Shrink the Change to Build Trust

De-risk a scary idea into a two-week experiment with a fixed check-in date.

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Innovation3 steps

Solve the Problem Behind the Problem

When an agent can't do a task, escalate API-to-browser, then reframe to the underlying need it can solve.

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Innovation3 steps

Steering AI to a Non-Obvious Strategy

AI gives predictable strategy when asked lazily — enumerate every input first, then make it argue back

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Communication3 steps

Stewart Plus Two More

Never bring one option; show a Goldilocks three and hold the rest in the appendix.

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Leadership3 steps

Super Agent With a Forward-Deployed Human

Give the whole company one shared agent, owned by a human who keeps it working — not personal agents for everyone.

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Self-Mastery3 steps

Taste as a Trainable Model

Taste is a virtual machine in your head that predicts whether your in-group will like an idea — built by reps with feedback.

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Productivity5 steps

The 4x4 Debugging Framework

Four escalating ways to unstick a broken build, each tried exactly once, ending by teaching the agent.

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Strategy5 steps

The 60/30/10 Portfolio Capacity Split

Allocate team capacity across incremental wins, operations, and audacious bets before priorities compete

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Communication4 steps

The 60-Second Meeting Reset

Buy a context-starved exec 30 seconds of orientation before you pitch.

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Innovation3 steps

The Agency-Control Autonomy Ladder

Ship AI in graduated versions, trading human control for machine agency only as trust is earned.

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Innovation3 steps

The AI-as-CTO Persona Project

Cast the AI as an opinionated technical co-founder to kill sycophancy and premature coding

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Communication3 steps

The AI-Document Slop Test

An AI-written document is fine — as long as you can stand behind every line and it took longer to make than to read.

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Peak Performance5 steps

The AI Interview-Prep Coach System

Build an AI coach, mine the real question bank, drill weak spots — then mock with humans

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Leadership3 steps

The AI Success Triangle

Successful AI adoption is a people problem first: great leaders, good culture, and technical progress.

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Innovation4 steps

The Aligned Binary LLM-as-Judge

Build a one-failure, pass/fail judge and align it to a human with a confusion matrix before you trust it.

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Mindset4 steps

The Allocation Economy: Manage Models Like a First-Time Manager

AI turns everyone into a manager — the valuable skills become the ones first-time managers must learn

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Leadership3 steps

The Benevolent Dictator Labeling Model

Appoint one trusted domain expert to own eval judgments instead of running it by committee.

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Leadership3 steps

The Curator Leader (Not the Visionary)

The best product leaders don't own the ideas — they build environments where great ideas bubble up and get chosen

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Self-Mastery4 steps

The Exposure-Therapy Tool On-Ramp

Ease into coding tools in graduated steps so code stops being terrifying

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Communication4 steps

The Fast-Feedback Flywheel

Fix every piece of user feedback within minutes so people feel heard and give you even more.

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Leadership3 steps

The Hire-an-Agent Onboarding Model

Set up an AI agent exactly like you'd onboard a human EA: own identity, delegated access, earned trust.

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Self-Mastery3 steps

The Learning-Opportunity Command

Turn every confusing moment into an 80/20 lesson aimed at your current skill level

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Communication3 steps

Themes for Discussion at the Top of the Doc

Bubble up the spiciest 3 topics live; answer the hundred nitpicks offline.

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Leadership3 steps

The Pod + Product Staff Team Model

Replace the 13-person specialist team with a 6-person generalist pod plus one summoned specialist

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Productivity3 steps

The Reach Test

Judge whether an AI tool is truly useful by whether you reach for it unprompted each morning.

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Productivity7 steps

The Seven-Command Build Loop

Six slash-commands turn vibe-coding into disciplined software delivery for non-coders

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Finance4 steps

The Sip Seed Round

Get capital committed but pull it down only when needed, so you keep optionality and psychological freedom

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Strategy6 steps

The Six-Factor Company Stack Rank

Timing > market > team > product > brand > distribution — you need all six, ranked.

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Self-Mastery3 steps

The Skip — Plan the Move After Next

Optimize career decisions for the job two moves out, not the next job.

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Productivity6 steps

The Source-of-Truth PRD Cascade

Spend a day writing five layered docs so the agent, not you, carries the context on every build.

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Leadership4 steps

The Surgeon Management Model

Spend over half your time making your top 10% feel like a supported surgeon who can't be blocked.

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Communication5 steps

The Teach-Me-Something-In-One-Minute Interview

A 60-second timed teaching exercise scored on completeness, complexity, and clarity

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Productivity4 steps

The Teammate Onboarding Model for AI Agents

Adopt a coding agent the way you'd onboard a new intern — pair first, then delegate.

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Entrepreneurship4 steps

The Three Generations Rule

Make the product, fix the product, then fix the business — innovation almost never lands in one generation.

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Leadership3 steps

The Three-Trait Hire Plus Two AI-Era Premiums

Grit, quick-learning, self-awareness get you hired anywhere — curiosity and putting yourself out there keep you relevant

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Innovation3 steps

The Tiny Core Principle

Every enduring product has one tiny thing that is a superpower — find it, protect it, and stop bolting on features.

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Leadership3 steps

Three Tenets: Can-Do, High Standards, Intensity

The three cultural tenets Foody credits for the fastest revenue ascent in history

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Finance3 steps

Token Budgets as a Trust-Proportional Resource

Kill the token-spend leaderboard; cap AI spend like any resource, sized to trust in someone's ROI judgment

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Influence4 steps

Treat the Executive as Your Key User

Run stakeholder conversations as discovery interviews, not approval requests.

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Communication4 steps

Truthful Storytelling Through Relentless Refinement

Sell the why, not the what — and refine the story out loud on real listeners until it comes off effortlessly.

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Leadership4 steps

Two-Sided AI Adoption

Pair top-down executive buy-in with a bottom-up tiger team of excited power users.

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Strategy4 steps

Unblock the Review Bottleneck

The limiting factor on AI productivity is human review speed — engineer the agent to validate its own work.

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Innovation4 steps

Unbundle Expensive Services into AI Apps

Find a service only the rich could afford, do it with a general chatbot, then spin the working ones into apps

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Leadership4 steps

Under-Resource to Force Automation

Deliberately under-staff projects and hand out unlimited tokens so people are forced to automate with AI.

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Innovation3 steps

Value-Chain Eval

Before applying AI to your business, build a systematic test that measures how well it automates your core value chain

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Strategy3 steps

Vision-Strategy-Execution Split (and the Controversy Test)

Vision is the destination, strategy is an opinionated path — and a real strategy must be disagreeable

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Communication3 steps

When-It-Leaks Communications Pre-Mortem

At scale you can't test quietly — decide the message before you even know you want to launch

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Leadership3 steps

Zone Defense for Product Work

Spread taste-makers out to cover the whole field instead of clustering on the same problem

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