

Keith Rabois
General partner at Khosla Ventures and formerly with Founders Fund, with a track record as an operator and investor at companies like PayPal, Square, and OpenDoor. Known for backing and advising dozens of high-growth startups in consumer and enterprise tech.
Top 5 podcasts with Keith Rabois
Ranked by the Snipd community

104 snips
Sep 19, 2025 • 38min
Keith Rabois: Lessons from PayPal Mafia, $OPEN, & Investing
Keith Rabois, co-founder of Opendoor and a key figure in the PayPal Mafia, shares invaluable insights on talent scouting and startup culture. He emphasizes that every successful startup resembles a 'cult' driven by exceptional effort. Rabois introduces his 'barrels and ammunition' metaphor for team scaling, while discussing how he identifies extraordinary talent. He reflects on the importance of simplifying complex challenges and offers advice on stress and performance. Plus, he hints at a potential book that promises to be both actionable and broadly appealing.

68 snips
Sep 15, 2025 • 24min
Keith Rabois on Opendoor ($OPEN) Activist Turnaround
Keith Rabois, co-founder of Opendoor and a key player in the PayPal Mafia, dives into the major overhaul he's leading at Opendoor. He discusses the dramatic workforce cuts necessary for efficiency and long-term viability, and the critical decision to install Kaz Nejatian as CEO. Rabois also emphasizes the transformative power of AI in real estate, aiming to reshape the $289 trillion market. With insights drawn from his experiences at PayPal and Square, he shares crucial lessons on innovation and leadership in volatile market conditions.

49 snips
May 22, 2025 • 3h 26min
Jony Ive Joins OpenAI Analysis, Google I/O Reactions | Keith Rabois, Dan Shipper, Reggie James, TJ Parker, Ben Hylak
In this engaging discussion, guests including Keith Rabois, a venture capital heavyweight with a history at PayPal and Square, and Reggie James, a tech writer whose recent book explores creativity in the age of machines, dive into key highlights from Google I/O. They analyze Jony Ive's new role at OpenAI, dissect Google's AI innovations, and critique new technologies like VO3. TJ Parker shares insights on healthcare tech, while Dan Shipper explores the intersection of technology and mental well-being, sparking a lively conversation about the future of AI in business.

34 snips
Aug 7, 2025 • 43min
Keith Rabois on AI's Startup Shakeup, Ben Smith on the Paramount Merger & More | Aug 7, 2025
Keith Rabois, a prominent investor at Khosla Ventures, dives into the transformative role of AI in the startup ecosystem, discussing challenges and opportunities for venture capital. Ben Smith, Co-founder of Semaphore, analyzes the Skydance-Paramount merger, highlighting implications for traditional media. Additionally, Steve LeVine shares insights on Baiju Bhatt's new venture in space, exploring the innovative frontiers it may unlock. This episode blends tech innovation with media dynamics and future possibilities.

32 snips
Aug 13, 2025 • 3h 32min
OpenAI Prepares ChatGPT for Ad Driven Era, The AI Paradigm Shift | Keith Rabois, Alfred Lin, Keith Sakata, M.D., Talia Goldberg, Dave Girouard, Kylan Gibbs, Sam Jones, Zach Pogrob
In this discussion, Keith Rabois, a tech executive and investor, examines how ChatGPT threatens Google's search revenue by shifting consumer behavior towards AI prompts. Alfred Lin from Sequoia Capital emphasizes early-stage investments and the balance of work-life integration for entrepreneurs. Psychiatrist Keith Sakata explores the potential benefits and risks of AI in mental health. Talia Goldberg highlights the rapid growth of AI companies and their evolving relationship with browsers, while Dave Girouard reveals how Upstart uses AI to transform consumer lending.