What skill most improved your investment decisions?

Most answers emphasize evaluating founders and teams over ideas, though some highlight intuition, skepticism, or analytical tools as key to better investment decisions.

9 answers

Answers

  • Bilal Zuberi

    Founder and Managing Partner · Red Glass Ventures

    Being Commercial

    Bilal Zuberi says being commercial is how he distills his thinking, because it means someone can sell, execute, deliver to market, and make money.

    The answer starts at 38:58.

    The Peel with Turner Novak · Listen on Apple Podcasts
  • Bill Ackman

    Founder and Chief Executive Officer · Pershing Square Capital Management

    Weighting the Person

    Bill Ackman says he weights the person more than the idea, because the original idea often isn't the one that turns out to be the success and the founder will hit a roadblock.

    The Knowledge Project with Shane Parrish · The Knowledge Project with Shane Parrish · Listen at 28:57
  • Shardul Shah

    Partner · Index Ventures

    Intuition

    Shardul Shah says intuition—a gut feeling—is at the source of his investment decisions; he rationalizes it to pressure-test and exercise judgment, though he warns rationalization can talk him out of deep conviction.

    The answer starts at 16:46.

    Equity · Listen on Apple Podcasts
  • Ian Rountree

    General Partner · Cantos

    Evaluating the Team

    Ian Rountree says evaluating the team is what most improved his investment decision-making; he looks at the team page, backgrounds, and mutual friends to get a feel for the person rather than the business idea.

    The answer starts at 22:03.

    Fun Raising · Listen on Apple Podcasts
  • Brian Singerman

    Partner · Founders Fund

    Meeting All Founders

    Brian Singerman says it was critical for him to meet all the founders, not just the CEO, because he judged the holistic strength of the founding team.

    Uncapped with Jack Altman · Watch on YouTube
  • Guy Katsovich

    Co-Founder & Partner · Fusion Vc

    Being Doubtful

    Guy Katsovich says he always tries to be as doubtful as he can, asking himself whether a deal could work this time even if it failed before, rather than just saying no.

    N/A · N/A · Listen at 17:35
  • Jade Wang

    Venture Partner · Antler

    Spreadsheet Modeling

    Jade Wang says she built a spreadsheet model because she had difficulty accessing her own intuition, describing it as an assistive device for when she can't feel a thing in the moment.

    Village Global Podcast · Village Global Podcast · Listen at 43:55
  • Yuval Ariav

    Managing Partner · Symbol

    Depth

    Yuval Ariav says depth is the one overarching theme for his team, because they've found it is very correlated with other skills of success, including hiring, strategy, planning and accountability.

    N/A · N/A · Listen at 18:30
  • David Weisburd

    Founder · Weisburd Capital

    Listening

    David Weisburd says listening is his answer, calling understanding people the most important part of investing. He says investment decisions aren't purely rational—behind them are people with their own motivations—so listening reveals what drives them.

    How I Invest with David Weisburd · How I Invest with David Weisburd · Listen at 52:03

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