All topics

Topic

Decisions

How to make hard calls

Picked for this topic from the basic records of many masters.

Principles

24

Principles are our summary of their public statements.

Episodes

12

Episodes are real events from public sources, summarised by us.

  • Elon Musk
    1945

    Wernher von Braun's Surrender

    German rocket scientists led by Wernher von Braun chose to flee West to surrender to Americans rather than be captured by the Soviets or executed by the SS. They escaped in winter without coats or food to find a US patrol.

    LessonPeople will choose to align with the most benevolent power when given a choice in a crisis.

  • Charlie Munger
    1964

    The Berkshire Hathaway Tender Offer

    Warren Buffett had a handshake deal to sell his shares back to Seabury Stanton for $11.50, but Stanton sent a formal offer for 12 cents less. Infuriated by this bad faith, Buffett decided to buy the entire company instead of selling, just to fire Stanton.

    LessonEmotional decisions in business can lead to owning poor assets that drain time and capital for decades.

  • Paul Graham

    Funding the Airbnb Outlier

    YC decided to fund Airbnb despite thinking it was a crazy idea that other investors might not like. They had to consciously ignore what the market thought to capture a potential big winner.

    LessonTo find big winners, you must be willing to fund ideas that seem crazy to the general market.

  • Reid Hoffman

    AI Medical Second Opinion

    An entrepreneur friend of Reid's took a cousin to a hospital where they were told the issue was minor. After checking ChatGPT, which advised seeking another hospital immediately, they discovered the cousin would have died within two hours without urgent care.

    LessonAI can serve as a life-saving tool for cross-checking professional advice when human systems fail.

  • Marc Andreessen

    The Instagram vs. PicPlz Decision

    Andreessen Horowitz seeded Instagram but faced a conflict when the company pivoted to compete with another portfolio company, PicPlz. They chose to back PicPlz for the Series A, missing out on the massive success of Instagram.

    LessonEven the most experienced investors can make 'boneheaded' decisions when trying to manage portfolio conflicts.

  • Andrew Wilkinson

    The Hierarchy of Parenting Environments

    Worried about his children, Andrew consulted a divorced friend who explained that two happy parents living separately is far better than two miserable parents fighting in the same house. This perspective helped him overcome the guilt of splitting up.

    LessonChildren are more burdened by a parent's unlived, miserable life than by the logistical changes of a divorce.

  • Tim Urban
    2017

    The 2017 Eclipse Regret

    Tim chose to stay in NYC for work instead of traveling to the path of totality. After hearing others describe it as a life-altering experience, he felt deep regret and vowed not to miss the next one.

    LessonShort-term productivity is often less valuable than once-in-a-lifetime experiences.

  • Kevin Kelly
    1994

    The Hotwire Editorial Debate

    When Wired launched Hotwire, Kevin Kelly debated Howard Rheingold about the role of editors. Rheingold believed in an editor-less crowd, while Kelly insisted that top-down guidance was essential for reliability.

    LessonEven in community-driven platforms, a clear editorial voice adds value that raw data cannot provide.

  • Andrej Karpathy
    2025

    Rejecting DDP for Custom Sync

    While building a model, Andrej chose to write his own GPU synchronization routine instead of using the standard PyTorch DDP container. AI models repeatedly tried to force him back to the standard container, failing to understand his specific architectural assumptions.

    LessonExpertise is required to reject AI suggestions that prioritize generic production standards over specific project needs.

  • Derek Sivers
    2018

    The Lawyer's Bold Advice

    At a conference, a copyright lawyer was asked what to do when a publisher won't respond to licensing requests for a cover song. She shocked the audience by telling them to sell the song anyway and pay the royalties only if the publisher eventually reaches out.

    LessonDo not let a lack of response from others become an excuse for stalling your own progress.