Reflections and Challenges of a Seasoned Venture Capitalist

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The chapter delves into the experiences and reflections of a long-time venture capitalist, exploring topics like age, self-criticism, and the necessity of making mistakes for success. It discusses maintaining energy, risk tolerance, and a youthful approach in the dynamic venture capital industry. The chapter also touches on strategies for identifying breakout companies, selecting emerging managers, and leveraging technology for efficient portfolio management.

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Todays show:

David Weisburd hosts Jaime Matus, Michael Eisenberg, and Jason Calacanis to discuss AI investments and the potential washout of overfunded startups (4:11). They also touch on VC hypocrisy (38:47), and the role of geography in the VC ecosystem (54:53).

Timestamps:

(0:00) David Weisburd intros Jaime Matus, Michael Eisenberg, and Jason Calacanis

(4:11) Pitchbook data summarizing the total amount of capital invested in AI

(12:12) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at http://www.Squarespace.com/TWIST

(16:33) Predicting a washout of overfunded AI startups and sky high valuations

(25:30) OpenPhone - Get 20% off your first six months at https://www.openphone.com/twist⁠

(26:57) Discussing Michael Eisenberg's career and investment experiences

(37:22) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist

(38:47) Discussion on Greg Isenberg's tweet about VC hypocrisy

(54:53) Fundraising rankings by ecosystem

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X: https://x.com/JaimeMatusVC