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2 recommend/use · 7 sourced episodes

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Strategy5 steps

Advise Like an Investor: The Company Selection Filter

Your advisory portfolio is an investment portfolio — pick for the liquidity event, not the logo

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Strategy5 steps

AI Answer Box Keyword Triage

Segment your keywords by intent, quarantine the informational ones, and start teaching the AI

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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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Marketing4 steps

Brand Personality via Five Dimensions

Spike in two of five personality dimensions, then write five 'we are X but not Y' attributes with built-in tension

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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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Productivity4 steps

Deep Work vs. Ping-Pong Day Design

Split every day into deep work and reactive time, and refuse to open Slack before noon.

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Innovation5 steps

De-Risk the Biggest Swings First

Run discovery and delivery in parallel — and put the top-right, riskiest bets into discovery first.

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Productivity4 steps

Dictate-and-Template AI Story Scaling

Prime ChatGPT with your team's exact template, then dictate context naturally to generate an org's worth of specs.

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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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Influence4 steps

Guild Nights

Six interesting people, one topic, at your house, catered — the highest-ROI network you can build

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Strategy4 steps

Onboarding as a Retention Lever

Treat onboarding as a habit-and-retention engine, not a conversion funnel — and accept lower conversion to weed out the wrong users.

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Innovation3 steps

Opinionated Defaults for Onboarding

Encode what you've learned works into product defaults — make the right choice easy and the wrong choice hard, without removing choice.

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Leadership2 steps

Painter, Architect, Surgeon Hiring Archetypes

Match your growth hire to your stage — a versatile painter, a structural architect, or a precision surgeon.

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Strategy4 steps

PMF for Candidates (People, Mission, Financials)

Evaluate a company you might join like an investor evaluates a deal — across People, Mission, and Financials.

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Marketing4 steps

Product Positioning with the Bar Test

Define audience via concentric circles, distill into the classic four-part statement, then validate it out loud at a bar

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Productivity4 steps

Product Scrapbooking

Continuously file every real-world clue about every opportunity so it's ready when the roadmap arrives.

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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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Leadership4 steps

Seek To Not Be Needed, But Be Valuable

Build a self-reliant team that's resilient to chaos by systematically removing yourself as a dependency.

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Entrepreneurship4 steps

Sell-Ready From Day One

Acquisitions rarely just happen — seed acquirer relationships early, then run the sale like a fundraise.

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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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Marketing4 steps

Startup Launch PR Playbook

Fix your story, set realistic exclusive expectations, hang news on a bigger hook, and mine local press

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Communication4 steps

Street-Smart Decision-Making

Give the customer's perception as much weight as your logic — model the narrative, not just the numbers.

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Strategy5 steps

Supply-First Marketplace Building

Marketplaces aren't chicken-and-egg — they're two-sided, and you always start with supply.

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Leadership5 steps

The Ambiguity Navigation Rubric

Score behavioural answers on three axes: did they impose structure, seek inputs, and define milestones?

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Self-Mastery7 steps

The Bootloader: Structured Morning Self-Reflection

Boot the day with exercise, then run an hour of red-yellow-green review across every role in your life

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Communication5 steps

The Compelled Test (Storytelling as Product Signal)

After they describe a big problem, measure your own reaction — do you feel compelled to go work on it?

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Self-Mastery6 steps

The Constrained Self-Awareness Probe

Remove the humble answer, borrow someone else's eyes, or jump three years forward — self-awareness can't hide.

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Marketing4 steps

The Creator Growth Triad

Consistency, collaboration, and curator association — the three levers that have made creators since 2010.

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Leadership4 steps

The First Performance Review Reference Call

Ask a cherry-picked referee what feedback you'll give the candidate at their first review — they can't dodge it.

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Finance5 steps

The Front-Loaded Advisor Equity Structure

Equity only, a three-month cliff, vesting front-loaded to the value, and an exit built in

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Entrepreneurship5 steps

The Growth Advisor Sourcing and Vetting Gauntlet

Wait for PMF, source through VCs and channel-leading companies, and borrow a trusted expert to vet

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Leadership4 steps

The Growth Competency Model

Four competency buckets for hiring, evaluating, and balancing a growth team without chasing a unicorn.

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Leadership6 steps

The Hardest Thing Test (Calibrating Difficulty and Agency)

Ask what's the hardest thing they've ever done, then extract their difficulty bar and how much agency they had.

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Leadership4 steps

The Hogwash Question (Breaking the Interview Mindset)

Ask what conventional wisdom is inaccurate — it's unanswerable without genuine opinion, so it exposes authenticity.

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Influence3 steps

The IC Compensation Anchor

Believe your IC worth, then neutralize the 'grow into management' pay dodge by naming your non-management intent up front.

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Mindset4 steps

The Introspection Probe (Decoupling Decisions from Outcomes)

Ask for a win that worked for the wrong reason, or a good call that failed — outcome-blind introspection tests.

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Leadership5 steps

The Proudest Work Question (Taste Triangulation)

Ask what work they're proudest of and why — it exposes taste, standards, motivation, and where their gravity pulls.

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Strategy4 steps

The Purpose Statement (We Exist To)

Distill why you exist into one 10-year 'we exist to' sentence that makes people root for you

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Marketing4 steps

The SEO Staffing Stack Rank and Impact Clock

Internal expert, then a relentless doer surrounded by advisors, then agencies — and 3 to 12 months to prove it

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Marketing5 steps

The Startup Naming Process

Position first, brief the intent, brainstorm hundreds of bad names, then score survivors against seven criteria

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Leadership6 steps

The Teleportation Device Test (Finding the Important Question)

Cap a candidate to two questions on a fictional problem to reveal whether they can find the decision-driving question.

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Leadership7 steps

The Three-Chapter Hiring Playbook: Find, Assess, Close

Hire the top 1% by hunting signs of excellence, then closing with the whole exec team and the family

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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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Marketing5 steps

The Two-Bucket SEO Fit Test

Does your product mint pages by itself? The answer decides your entire SEO strategy

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Strategy4 steps

The Two Departments That Matter Test

Find the 1-2 departments whose 10x effort produces a 10x company outcome, then work there.

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Productivity4 steps

The YOLO Rule: When Not to Run an Experiment

Experiments have a cost — sometimes shipping 40 things fast beats testing 10 things properly

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