Navigating AI Investments

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Todays show:

Rory O’Driscoll joins guest host Mark Suster to discuss: advice for founders with traction but not yet booming (2:33), thirty years of internet cycles and their impact on venture capital (13:25), the approach to big-picture thinking vs. immediate traction and strategizing exits (36:58), and more!

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Timestamps:

(0:00) Rory O’Driscoll joins guest host Mark Suster.

(2:33) Rory’s advice for founders with traction but not yet booming.

(9:09) Aligning incentives between founders and venture; reminding CEOs to be "selfish.”

(10:23) Northwest Registered Agent - For just $39 plus state fees, Northwest will handle your complete business identity. Visit https://www.northwestregisteredagent.com/twist today. (13:25) Reflections on thirty years of internet cycles and their impact on venture capital.

(18:25) Debating AI: Does it favor the incumbents? (20:07) Wistia - Try Wistia for free at https://www.wistia.com/startups (21:35) What Rory and Scale Venture looks for when investing in AI. (26:20) How OpenAI has changed the landscape (29:18) HiddenLayer - HiddenLayer’s AI Detection & Response Solution secures your Generative AI & LLMs from malicious attack. Visit https://www.HiddenLayer.com/TWiST to learn more. (30:30) Debating “faux-mentum” vs. long-term sustainability in investments. (34:34) Balancing deep passion and business savvy when evaluating founders. (36:58) Rory’s approach to big-picture thinking vs. immediate traction and strategizing exits

(44:02) The importance of picking vs. price discipline.

(1:00:58) Advice for founders dealing with “busted cap tables.”

(1:08:07) Rory’s advice for his younger self.

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Check out Scale Venture Partners: https://www.scalevp.com/

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Follow Rory:

X: https://x.com/rodriscoll

LinkedIn: https://www.linkedin.com/in/roryodriscoll/

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Follow Mark:

X: https://twitter.com/msuster

LinkedIn: https://www.linkedin.com/in/marksuster/

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Thank you to our partners:

(10:23) Northwest Registered Agent - For just $39 plus state fees, Northwest will handle your complete business identity. Visit https://www.northwestregisteredagent.com/twist today. (20:07) Wistia - Try Wistia for free at https://www.wistia.com/startups (29:18) HiddenLayer - ****HiddenLayer’s AI Detection & Response Solution secures your Generative AI & LLMs from malicious attack. Visit https://www.HiddenLayer.com/TWiST to learn more. *

Great 2023 interviews: Steve Huffman, Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland

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Check out Jason’s suite of newsletters: https://substack.com/@calacanis

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