LLenny's Podcast
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Booking.com

1 recommend/use · 6 sourced episodes

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Innovation3 steps

Add a Zero (10x First-Principles Reframing)

Force a 10x version of the goal so the team must rethink the problem from first principles, not optimize the current process.

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Marketing4 steps

Ad Strength Hole-in-the-Ship Diagnostic

Use Google's brand vs non-brand ad-strength report to find the one fix that lifts the whole account

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Strategy4 steps

Assume the Disruptor Is Right

During an existential threat, assume the disruptor is playing an optimal game and respond with overreaction

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Leadership4 steps

Capacity-Red Headcount Justification

Add headcount only when a days-committed-vs-days-in-quarter calculator stays red after cutting low-value work

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Innovation4 steps

Cohort-and-Control Data Reading

Never trust pre/post dashboards — read behavior by cohort and judge changes by variant-vs-control so the macro can't fool you.

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Entrepreneurship4 steps

Consumer Subscription Viability Test

Freemium-plus-paid-acquisition consumer subscriptions fail without ~60-70%+ retention or a network effect

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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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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.

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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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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.

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Leadership5 steps

Founder-in-the-Details Operating Model

Rebuild a company like a startup: functional teams, one road map, one shared consciousness, CEO in the work.

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Leadership4 steps

Founder Intuition vs Team Expertise Handoff

Delegate to hires only once they consistently make better calls than you would — and signal in both directions

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Strategy4 steps

Hypothesis-to-Data Over Strategy

For most PMs, strategy is overrated — your real job is to shrink the time from hypothesis to data.

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Marketing4 steps

Incrementality via Conversion Lift & Geo Tests

Prove paid actually caused growth by withholding ads from a control group and measuring the lift

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Strategy3 steps

Naturally Hedged Product Portfolio

Build products that make money in opposite macro conditions so troughs in one are peaks in another.

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Marketing5 steps

Paid Channel Sequencing Ladder

The order to adopt paid platforms: user-driven search first, disruptive media next, expensive targeting last

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Strategy3 steps

Practitioner-Sourced Wisdom

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

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Self-Mastery4 steps

Proactive Time Allocation (Kill Fake Work, Guard Relationships)

Stop letting your inbox set your agenda; allocate time from strategy and finite-life priorities instead of reacting.

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Marketing4 steps

Product Marketing Fusion (Inbound + Outbound in One Function)

Merge product management with product marketing so the people who build the product also own how it's told and sold.

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Self-Mastery3 steps

Raise Your Happiness Baseline

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

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Leadership4 steps

Running Products via the Daily Meeting

Assign one owner to an urgent problem, give them unlimited resources except time, and force a daily report until it's solved.

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Entrepreneurship4 steps

SaaS-Marketplace Transition Test

A SaaS business can add a marketplace only if it touches its customer's customer and those customers need multiple suppliers

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Leadership4 steps

Scenario-Based PM Interviewing

Interview PMs by making them do the real job under real constraints, not recite prepared stories

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Productivity3 steps

Set the Pace Through Decisiveness (Bias for Action)

A company's speed is governed by how fast it decides, not how hard it works — so refuse to 'circle back.'

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Productivity3 steps

Ship-to-Learn Research Allocation

Reserve scarce user research for high-uncertainty, high-leverage problems; ship to learn everywhere else

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Marketing3 steps

Signal vs Noise Metric Selection

Let the campaign's single goal decide which metric is signal — everything else is noise

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Marketing4 steps

Simple, Novel, Emotional: The Shareability Formula

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

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Mindset3 steps

Slow vs Fast Decisions

For any reversible decision there's no right or wrong — only slow and fast — so decide fast and correct fast.

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Productivity4 steps

The 10x Leverage Desk

Spend your finite time only on problems with 10x positive or negative impact — and physically move yourself into the details until they're solved.

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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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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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Self-Mastery4 steps

The Four Filters for Career Acceleration

Growth rate, strength-fit, deferred comp, and the C-suite question — pick jobs on these, not on salary.

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Communication3 steps

The Internal-Signal Quality Bar

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

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Mindset3 steps

The Lindy Commitment Test

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

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Marketing4 steps

The Ops Cadence Spreadsheet

A rocks-and-pebbles spreadsheet that assigns every account task a defined weekly/biweekly/monthly rhythm

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Communication4 steps

The Relentless Iteration Loop

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

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Marketing4 steps

The Signs of Life Test

Spend a tiny budget on a new platform to detect a positive signal before committing to a full campaign

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Self-Mastery3 steps

The Superpower Overlap Test

Find your true strengths via a two-layer self-plus-peer assessment, then only take roles where your superpower meets the company's.

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Leadership3 steps

The Three-Hire Performance Team Sequence

Build a paid team in order: data-driven generalist, then creative, then a dedicated data scientist

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Strategy4 steps

The Three Network Effects (and Why Social Products Must Evolve)

Classify defensibility as direct, cross-side, or data network effects — and know social products must add the latter two

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Marketing3 steps

The True Competition Metric

Use auction-insights math to tell a genuine competitive threat from a harmless close-variant accident

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