
E133: Lessons from Investing in 2200 Startups (in 23 Minutes)
from How I Invest with David Weisburd
by David Weisburd
Published: Tue Jan 28 2025
Show Notes
Highlights: Philosophy on DEI: How the distribution of talent and opportunity shapes Gaingels' mission to bring inclusivity to venture capital.
Gaingels’ Approach: Investing in companies that prioritize diversity in talent, governance, and capital while enabling LPs to invest with as little as $1,000.
Venture Allocation: Advice for high-net-worth investors on diversifying their portfolios across stages, sectors, and liquidity horizons.
Lessons from Uber: Why Lorenzo passed on the Uber seed round and how it shaped his investment philosophy.
AI Investing: Insights into the evolution of AI, the importance of category-defining opportunities, and the impact of recent major investments in AI infrastructure.
Angel Investing: The importance of backing founders you know and trust, and how personal relationships can lead to better investment outcomes.
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Guest Bio: Lorenzo Thione is a serial entrepreneur, investor, and expert in Artificial Intelligence. Currently, as Managing Director of Gaingels, he leads investments in AI, deep-tech, and consumer tech, promoting diversity in venture capital. He co-founded Powerset, an AI-driven search engine acquired by Microsoft and integrated into Bing. Beyond technology, Lorenzo is a celebrated Broadway producer, with productions like "Hadestown" and "The Inheritance," earning multiple Tony Awards. He also co-founded StartOut, supporting LGBTQ+ entrepreneurs. Born in Milan, he holds an M.S. in Computer Engineering from the University of Texas at Austin.
Our Podcast now receives more than 200,000 downloads a month. Are you interested in sponsoring an episode? Please email David Weisburd at dweisburd@gmail.com.
#VentureCapital #VC #Startups #OpenLP #AssetManagement
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Stay Connected: X / Twitter: David Weisburd: @dweisburd
LinkedIn: David Weisburd: https://www.linkedin.com/in/dweisburd/ Lorenzo Thione: https://www.linkedin.com/in/lorenzothione/
Links: Gaingels: https://www.gaingels.com/
Questions or topics you want us to discuss on How I Invest? Email us at dweisburd@gmail.com.
(0:00) Episode preview (2:52) Gaingels syndicate and low minimum LP investment strategy (5:15) Venture capital allocation advice for high net worth individuals (6:19) Diversification strategies within venture capital (8:37) Analyzing long-term venture capital returns (9:52) Gaingels investing access and strategic insights ()Key lessons from early-stage angel investing experiences ()Investing in AI and portfolio strategy considerations ()SoftBank and Sam Altman's AI investment impact ()Closing remarks