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Invest Like the BestInvest Like the Best

How to Raise a Few Billion Dollars

John Kim, former chief development officer at General Catalyst and author of The Tao of Fundraising, joins us to explain the psychology, strategy, and human dynamics behind raising capital.

John KimguestPatrick O'ShaughnessyhostPatrick O'Shaughnessyhost
Jul 14, 202651mWatch on YouTube

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Episode Details

EPISODE INFO

Released
July 14, 2026
Duration
51m
Channel
Invest Like the Best
Watch on YouTube
▶ Open ↗

EPISODE DESCRIPTION

John Kim, former chief development officer at General Catalyst and author of The Tao of Fundraising, joins us to explain the psychology, strategy, and human dynamics behind raising capital. John argues that money moves at the speed of trust—and that the best fundraisers understand how to increase desire, reduce fear, simplify their story, and build genuine conviction. He shares the three laws of fundraising, explains how General Catalyst built consensus across its investor base, and breaks down why logic alone rarely persuades someone to say yes. TIMESTAMPS 0:00 Intro 4:07 Starting a Fundraise 10:40 How General Catalyst Built Consensus 16:56 The Three Laws of Fundraising 27:01 The Psychology of Every Sales Meeting 36:49 The Secretary of State Model 46:12 The Inner Game of Fundraising Presented by Ramp: https://ramp.com/invest Sponsored by Vanta, WorkOS, Rogo, and Ridgeline: https://www.vanta.com/invest https://workos.com/ https://rogo.ai/invest https://www.ridgelineapps.com/ ****** Patrick O'Shaughnessy is the CEO of Positive Sum. All opinions expressed by Patrick and podcast guests are solely their own and do not reflect the opinion of Positive Sum. This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions. Clients of Positive Sum may maintain positions in the securities discussed in this podcast. To learn more, visit psum.vc

SPEAKERS

  • John Kim

    guest

    Fundraising advisor and author of “The Tao of Fundraising,” focused on investor relations and capital-raising strategy.

  • Patrick O'Shaughnessy

    host

    Host of the Invest Like The Best podcast and interviewer covering investing and business.

  • Patrick O'Shaughnessy

    host

    Host of the Invest Like The Best podcast and interviewer who also delivers sponsor reads and episode outros.

EPISODE SUMMARY

In this episode of Invest Like the Best, featuring John Kim and Patrick O'Shaughnessy, How to Raise a Few Billion Dollars explores Money moves at the speed of trust in fundraising John Kim frames fundraising as a trust problem—money moves fastest when fear is neutralized and faith in execution is high.

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