In this episode, I speak with T.C. Wilson, Chief Investment Officer of The Doctors Company (TDC Group), the nation's largest physician-owned medical malpractice insurer with $7 billion in assets under management. T.C. shares how he built an internal investment office, how insurance investing differs from endowment and foundation models, and why he treats sur ... Show More
Jul 9
E184: How Casper Hit $100M in Year One: The Untold Startup Playbook
Philip Krim is best known as the co-founder and former CEO of Casper, one of the fastest-growing direct-to-consumer (DTC) startups in history. Under his leadership, Casper hit $100M in revenue in its first year, went public in early 2020, and was later taken private. Today, Phili ... Show More
1h 2m
Jul 2
E182: Lessons from 17 Years at Menlo Ventures and Accel w/Tyler Sosin
In this episode, I speak with Tyler Sosin, founder of Villain Capital, a new fund focused on investing in vertical software businesses. Having grown up in the venture business for 17 years with storied firms Menlo Ventures and Accel Partners, Tyler brings a unique - and perhaps c ... Show More
51m 47s
Dec 2023
THE BIGGEST STARTUP OPPORTUNITIES IN 2024 BY LEAN STARTUP GUY ERIC RIES
Greg interviews Eric Ries, author of "The Lean Startup" and founder of The Long Term Stock Exchange.They talk about how to test business ideas, why businesses with a social mission will outperform, and opportunities in AI.►►Subscribe to Greg's weekly newsletter for insights on co ... Show More
46m 41s
Dec 2024
Investing & Fundraising - The Truth About VC w/ Nick Crocker (Replay)
How much value do VCs truly bring beyond their capital? And what makes the difference between a supportive partnership and a dysfunctional founder-investor relationship?
In this episode, Chris Saad and Yaniv Bernstein welcome Nick Crocker, General Partner at Blackbird Ventures, t ... Show More
54m 38s
Jun 16
Apps Are Obsolete: How Startups Can Leverage the New Era of AI Agents (Spotlight)
What if your next startup competitor doesn’t have a single employee?AI agents aren’t just another software trend — they’re redefining the interface between humans, data, and execution, yet many founders still confuse basic chatbots with the true potential of these agents.In this ... Show More
46m 43s