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3 recommend/use · 5 sourced episodes

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Productivity4 steps

Ambitious Retry (Pass@N) Tool Use

Get more from AI tools by asking for the ambitious change and fully restarting on failure instead of hammering the same attempt

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Productivity5 steps

Appetite Bracketing

Set a time budget, then ask what you'd do with more and less — the bracket reveals the efficient frontier.

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Finance3 steps

Belsky's Founder Bet Checklist

Back mission-driven, pragmatically pessimistic founders building products with a clear object model.

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Innovation4 steps

Build for the Exponential (Skate to Where the Puck Is Going)

Build products for the model that arrives in 6-12 months, betting that today's 20%-working features hit 100%

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Strategy6 steps

Churn-Ranked Refocus Roadmap

When you're bleeding to competitors, throw out the plan and build the churn list, sorted by ARR.

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Innovation5 steps

Constitutional AI Self-Critique Loop

Align a model to written principles by having it critique and rewrite its own outputs, then train on the fix

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Leadership5 steps

Culture as Calcification: The Pocket Rollout

You cannot melt an enterprise's culture — you chip it, one advocate-led pocket at a time.

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Productivity3 steps

Do Half, Then Go on a Killing Spree

Build half the features, then remove things until the one core action runs at 10x velocity.

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Leadership4 steps

Earn the No: Try to Make Yes Work First

Before rejecting an idea, sincerely attempt to make it work — then say no with receipts.

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Marketing3 steps

Head vs Tail in Answer Engines

Why AEO rewards citation frequency and hyper-specific long-tail questions

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Marketing3 steps

Help Center Optimization for the Tail

Turn your support docs into the citation source for obscure use-case questions

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Strategy5 steps

Invest Profits, Not People: The Core Expansion Test

Fund new bets from the core's profits — never by moving engineers off the core.

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Mindset4 steps

Marginal-Impact Reasoning Under Tail Risk

Prioritize catastrophic low-probability risks by expected value and by how few people are already working on them

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Leadership3 steps

Merchandise Progress Through the Messy Middle

Short-circuit the human reward system with agreed micro-goals and a narrated sense of progress.

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Strategy3 steps

Optimize for the Problems You Want to Have

Only build features that stop people from reaching the point where they'd ask you for more.

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Self-Mastery4 steps

Resting in Motion

Treat the busy, working state as your normal baseline so heavy long-term work stays sustainable

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Productivity4 steps

RICE with Deferred Confidence and Effort

Score reach and impact first; sit with the innovative bets before letting C and E kill them.

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Innovation5 steps

Server-Side Events as the Default

Track events from your servers, not your clients — logs with a user ID are already events.

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Strategy6 steps

Six-Month Bets with a Collapsed W

Leaders ideate inside the teams' jam sessions instead of reviewing their output from outside.

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Marketing5 steps

Soft Launch / Hard Launch Decoupling

Let engineering ship when it's ready and let marketing launch when they're ready — never on the same date.

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Marketing7 steps

The 7-Step AEO Execution Plan

A repeatable pipeline to make your product show up in LLM answers

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Marketing3 steps

The Authentic Reddit Citation Strategy

Win Reddit citations by being a real, disclosed user — not a spam farm

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Communication7 steps

The Conference Talk Prep Loop

Narrative before slides, rehearse until it's automatic, then own the room before anyone is in it.

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Entrepreneurship3 steps

The Conviction Test for Whether to Quit

Compare your conviction now versus at the start to decide whether to persevere or pivot.

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Innovation5 steps

The Design-Led Architecture Stream

Give design a protected block to define the product's building blocks — or it will smuggle scope in at the end.

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Strategy4 steps

The Economic Turing Test

Measure transformative AI by whether you'd hire an agent for a real job without knowing it's a machine

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Strategy5 steps

The Elevator-Pitch Product Vision Template

Fill six slots — customer, need, name, category, reason to buy, differentiation — and you have a vision statement.

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Innovation3 steps

The First Mile: Lazy, Vain, and Selfish

Design onboarding for the first 30 seconds, when every new user is lazy, vain, and selfish.

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Communication3 steps

The Information-Gain Content Heuristic

Judge content by what new it adds, not how typical it is

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Strategy6 steps

The Now-Next-Later Roadmap

Replace the Gantt timeline with three confidence buckets so plans get vaguer as they get further out.

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Innovation3 steps

The Object Model: Three Questions Every Screen Must Answer

On every screen, a user should know how they got here, what to do now, and what to do next.

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Strategy4 steps

The Roadmap as a Prototype for Your Strategy

Treat the roadmap like a design mock-up: its value is in the feedback it provokes, not the document itself.

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Influence4 steps

The Sales Team Parity Argument

Ask for exactly the accountability sales gets: budget, experiments, and outcomes — not named deals on named dates.

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Communication5 steps

The Ungated Customer Feed

Pipe raw customer feedback into Slack with no gatekeeper — and let engineers email the customer directly.

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Strategy4 steps

Three Worlds Theory of Change

Decide what to actually do about a hard problem by naming the pessimistic, optimistic, and pivotal worlds you might be in

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