Shows
Newcomer PodKeith Rabois and Eric Newcomer's Heated Conversation on Tech, Trump, and TariffsKeith Rabois joins the Newcomer Podcast for a wide-ranging conversation that moves between tech, venture capital, and politics.On the tech side, we start with Brex being acquired by Capital One and what that means for Ramp. Rabois argues that banks won’t build the “finance organization of the 21st century,” and frames Ramp’s ambition as building the CFO’s “eyes, ears, and actions” across a company. We also discuss Rippling’s strategy, investor responsibilities around integrity and ethics, and how he thinks about “barrels and ammunition” when companies try to do many things at once.From there we get into AI inves...
2026-02-121h 11
AI Podcast Summaries from Transcripted.ai (VIDEO)Exceptional Founders, Fast Learners — Uncapped with Vinod Khosla & Keith RaboisHook: The secret to enduring companies isn’t the pitch deck—it’s exceptional people with relentless learning rates. This condensed 4-minute summary (from the original 1 hour) of Uncapped’s episode with host Jack Altman and guests Vinod Khosla and Keith Rabois distills the playbook for building and investing in durable startups. Learn why Vinod prioritizes first-principles thinking and rapid learning, and why Keith hunts for top‑percentile founders who reveal themselves in minutes. Key takeaways cover founder signals, early hires that scale, ethics as a dealbreaker, and how AI reshapes product roadmaps, sales, and manufacturing. Topics include AI, startups, venture ca...
2026-01-2104 min
Uncapped with Jack AltmanUncapped #40 | Vinod Khosla and Keith Rabois from Khosla VenturesVinod Khosla and Keith Rabois are Managing Directors at Khosla Ventures.
Vinod is an entrepreneur, investor and technologist. In 2004, Vinod formed Khosla Ventures to focus on both for-profit and social impact investments that have included OpenAI, Stripe, DoorDash, Commonwealth Fusion Systems and many more. Vinod previously co-founded Daisy Systems, the first significant computer-aided design system for electrical engineers, which led to an IPO. He later went on to co-found Sun Microsystems in 1982, serving as its first chairman and CEO. After joining Kleiner Perkins Caulfield and Byers (KPCB), Vinod incubated the idea for Juniper Networks to take on...
2026-01-211h 05
Generating Alpha PodcastEpisode 45: Keith Rabois - Managing Director at Khosla VenturesThis week on Generating Alpha, I sat down with Keith Rabois, Managing Director at Khosla Ventures and one of the most accomplished operators and investors in Silicon Valley history.Keith's path was unconventional. After studying political science at Stanford, where he met Peter Thiel and worked on The Stanford Review, he graduated from Harvard Law School, clerked for the U.S. Court of Appeals for the Fifth Circuit, and practiced as a litigator at Sullivan & Cromwell. That legal foundation became the bedrock for an exceptional career at the intersection of building and investing.
2026-01-1040 min
The Rise by NucleusKeith Rabois on What It Takes to Be #1 in Venture | The Rise x Nucleus100The Rise kicks off with the launch of the Nucleus100, the new benchmark for early-stage performance.Leading the list is Keith Rabois, a rare investor who led early in Ramp and Faire and built a career backing generational founders. From PayPal and Square to Founders Fund and Khosla, Keith has set the standard for outlier investing. We cover how he built that record, what drives conviction, and his advice for the next generation in venture.Learn More About Nucleus: https://nucleustalent.io/Follow Alex: https://x.com...
2025-10-301h 07
The a16z ShowKeith Rabois: Israel, OpenAI, Opendoor, and DOGEFrom politics to technology to real estate, Keith Rabois has bold predictions for America’s next decade.In this conversation with Erik Torenberg, Keith breaks down why he believes the U.S. is entering a new economic expansion driven by AI, productivity, and sovereign technology. They discuss how AI could lift GDP growth to 5%, why sovereign AI projects are inevitable, and why America can “grow its way out” of debt.Keith also shares his takes on Trump’s second term, the decline of legacy institutions, OpenAI’s dominance, the future of Google and Microsoft, and how startu...
2025-10-1649 min
The Official SaaStr Podcast: SaaS | Founders | InvestorsThe Real Learnings From 1,000,000 AI Conversations with Clones of Brian Halligan, Lenny Rachitsky, Keith Rabois, and Jason LemkinThe technical and product insights from Dara Ladjevardian’s AI cloning experiment at SaaStr Annual + AI Summit.The Clone Performance Reality CheckWhen Dara Ladjevardian, CEO of Delphi.ai, ran 1 million simulated conversations with digital versions of Brian Halligan (Chairman and founding CEO HubSpot), Lenny Rachitsky, Keith Rabois and Jason Lemkin, the most interesting findings weren’t about the business advice the clones gave—they were about how AI clones actually behave, fail, and succeed.And you can try them all yourself here:* Digital Jason, try it here* Digital Lenny...
2025-09-1901 min
SourceryKeith Rabois: Lessons from PayPal Mafia, $OPEN, & InvestingKeith Rabois, Opendoor ($OPEN) co-founder & newly appointed Board Chair, Managing Director at Khosla Ventures, & a core member of the PayPal Mafia, joins Sourcery for a masterclass on talent, culture, and contrarian thinking. “You don't want to be the best in the world at what you do. You want to be the only one who does what you do.” Paraphrasing Jerry Garcia, The Grateful DeadHe shares how he scouts extraordinary individuals, why every successful startup begins as a cult, and the frameworks he’s developed to simplify complex problems into a...
2025-09-1938 min
SourceryKeith Rabois on Opendoor ($OPEN) Activist TurnaroundKeith Rabois, Opendoor ($OPEN) co-founder & newly appointed Board Chair, Managing Director at Khosla Ventures, and a core member of the PayPal Mafia, joins Sourcery to discuss the activist turnaround being led at Opendoor.Opendoor just named former Shopify executive Kaz Nejatian as CEO, with Rabois returning to reshape the company’s cost structure and culture. In his words to CNBC: “There’s 1,400 employees at Opendoor. I don’t know what most of them do. We don’t need more than 200 of them.” He says the business must slash its workforce by as much as 85% to achieve l...
2025-09-1524 min
TBPNOpenAI 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(01:19) - Timeline in Turmoil
(09:43) - OpenAI Prepares ChatGPT for Ad Driven Era
(32:49) - The AI Paradigm Shift
(36:29) - Keith Rabois, an American technology executive and investor, has held significant roles at PayPal, LinkedIn, and Square, and co-founded Opendoor. In the conversation, he discusses the competitive threat OpenAI's ChatGPT poses to Google's search business, emphasizing that consumers are shifting from traditional searches to AI-driven prompts, which could undermine Google's advertising-based revenue model. He also critiques Opendoor's current leadership, advocating for a new CEO to drive innovation and reduce costs through AI integration, aiming to transform the company into a $50...
2025-08-133h 32TBPNJony Ive Joins OpenAI Analysis, Google I/O Reactions | Keith Rabois, Dan Shipper, Reggie James, TJ Parker, Ben HylakTBPN.com is made possible by: Ramp - https://ramp.comFigma - https://figma.comVanta - https://vanta.comLinear - https://linear.appEight Sleep - https://eightsleep.com/tbpnWander - https://wander.com/tbpnPublic - https://public.comAdQuick - https://adquick.comBezel - https://getbezel.com Numeral - https://www.numeralhq.comPolymarket - https://polymarket.comFollow TBPN: https://TBPN.com
2025-05-223h 26
ericmckay4 's Listen LaterKeith Rabois: Negotiation Lessons From the Startup Trenches. Podcast: All Things Negotiation (LS 43 · TOP 1.5% what is this?)Episode: Keith Rabois: Negotiation Lessons From the Startup Trenches.Pub date: 2025-04-30Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationIn this episode, Stan interviews Keith Rabois, an esteemed entrepreneur and venture capitalist known for his pivotal role in companies like PayPal, Square, and LinkedIn. Keith discusses the crucial role of persuasion in scaling a company, sharing stories from his early entrepreneurial days and providing valuable advice for startups on raising capital and negotiation. Keith delves into his...
2025-05-0243 min
All Things NegotiationKeith Rabois: Negotiation Lessons From the Startup Trenches.In this episode, Stan interviews Keith Rabois, an esteemed entrepreneur and venture capitalist known for his pivotal role in companies like PayPal, Square, and LinkedIn. Keith discusses the crucial role of persuasion in scaling a company, sharing stories from his early entrepreneurial days and providing valuable advice for startups on raising capital and negotiation. Keith delves into his philosophy of negotiation, the art of hiring relentlessly resourceful talent, managing employee motivation, and the importance of clarity in negotiations. The conversation also explores Keith's approach to investing, emphasizing the need for founders to possess persuasive skills, and highlights memorable pitches...
2025-04-3043 min
The Logan Bartlett ShowEP 137: Keith Rabois and Zach Weinberg Debate: Are Tariffs a Smart Economic Weapon?Debate between Keith Rabois and Zach Weinberg on what tariffs are actually trying to accomplish. One core theme: Tariffs aren’t fully about “bringing back factories,” but rather a negotiation tool to eliminate foreign trade barriers - ultimately aiming to increase free trade, not restrict it.We also got into:- What each of them would do if they were in charge- Whether the trade deficit is a meaningful metric or just a misunderstood talking point- If tariffs could be part of an initiative to replace income tax — shifting toward a...
2025-04-0952 min
Uncapped with Jack AltmanUncapped #2 | Keith Rabois from Khosla VenturesThis week I enjoyed speaking quickly with Keith Rabois, a Managing Director at Khosla Ventures and the CEO of OpenStore. At Khosla, Keith led the first institutional investments in DoorDash, Affirm, and Faire, invested early in Stripe, and co-founded Opendoor. While a General Partner at Founders Fund, he led investments in Ramp, Trade Republic, and Aven, and before that made early personal investments in YouTube, Airbnb, Palantir, Lyft, Udemy, and Eventbrite. Keith started his career in leadership roles at PayPal and LinkedIn before becoming COO of Square.
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We covered:
(0:00) Competing where there...
2025-03-2056 min
Podcast Notes Playlist: Business#54 - Keith RaboisLaBossiere Podcast
Key Takeaways World-class founders are the scarce resource: Every investor is chasing after the 5-10-15 founders a year that have a non-zero probability of rearranging the planet to their willYou either have a superpower, or you don’t; you need to be in the top 1% on some dimension or you have no chance of creating the next Nvidia Identify a crack in the world where things are volatile or in transition, and build solutions that address those opportunistic gaps How to attract talent: Embrace and foster strong cultural principles that can differentiate your compan...
2025-02-231h 06LaBossiere Podcast#54 - Keith RaboisKeith Rabois is a Managing Partner at Khosla Ventures and the CEO of OpenStore, which acquires small direct-to-consumer businesses. Keith co-founded Opendoor and led the first institutional investments in DoorDash and Affirm. He has early stakes in YouTube, Palantir, Lyft, Airbnb, Eventbrite, and Wish, and also led investments in Faire, Ramp, Trade Republic, and Stripe. He’s regarded as one of the greatest early stage investors.Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn and as chief operating officer of Square. As...
2025-02-201h 06
"Turpentine VC" | Venture Capital and InvestingE72: Keith Rabois: On Identifying Talent [Classic Interview]This episode of Turpentine VC was recorded in front of a live audience in San Francisco in October 2018.Keith Rabois discusses his frameworks for identifying talent, sharing anecdotes about notable operators and companies like PayPal, LinkedIn, and Square. He emphasizes the importance of talent assessment, strategic thinking, and offers career advice while reflecting on his own experiences and observations.— 📰 Be notified early when Turpentine drops new publication: https://www.turpentine.co/exclusiveaccess 🙏 Help shape our show by taking our quick listener survey at https://bit.ly/TurpentinePulse
2025-01-0759 min
All-In with Chamath, Jason, Sacks & FriedbergTrump's Cabinet, Google's Quantum Chip, Apple's Flop, TikTok, State of VC with bestie Keith Rabois(0:00) The Besties welcome Keith Rabois! (4:01) Keith explains why he returned to Khosla Ventures, the differences between Founders Fund and Khosla, and his husband Jacob Helberg's role in Trump Admin (13:09) Business acumen of Trump's cabinet and appointees, diversity of opinion (25:59) Google's new quantum chip: potential impact on encryption, cryptography, and more (43:50) Apple developing new server chip for AI inference, iOS flop, why its product culture is failing (54:30) TikTok panics after appeals court upholds the "divest-or-ban" law, with a January 19th deadline (1:03:55) State of Venture Capital, why Stripe is...
2024-12-131h 28
Due DiligenceKeith Rabois — Legendary Silicon Valley Investor on Revolutionizing CommerceKeith Rabois is a cofounder of OpenStore, a platform connecting shoppers and merchants to create the ultimate decentralized "department store" of the internet. Keith is also a General Partner at Founders Fund, one of the top venture firms in the world. He is cofounder and executive chairman of OpenDoor, served on the boards of Yelp and Reddit, was Managing Director at Khosla Ventures, and COO at Square. Keith was an early employee at PayPal and has invested in legendary Silicon Valley startups like YouTube, Airbnb, Palantir, Eventbrite, Lyft, Quora, Yammer and Wish. He was named #8 on the Midas List...
2024-12-1145 min
World ClassKeith Rabois on Trump Vs Kamala, Founder Mode & Mastering time like Elon MuskIn this episode of World Class with Chris Vasquez, we dive into the mind of one of Silicon Valley’s most influential entrepreneurs and investors, Keith Rabois. Keith, a founding member of PayPal and an early investor in companies like LinkedIn, Square, and Yelp, shares his profound insights on scaling world-class companies, leadership, and what it takes to succeed in the fast-paced world of startups. Throughout this conversation, Keith opens up about his decision-making frameworks, operating fast-growing startups, and hiring the right executives. He discusses why talented salespeople sometimes flop as VPs, the importance of knowing when to...
2024-10-1856 min
StrictlyVC NewsOpenAI's new model fact-checks itself, Keith Rabois is still pushing Miami, and a diamond-making machineTech & Venture Capital News - September 12, 2024
Main Themes:
AI Dominance & Concerns: This issue of StrictlyVC highlights the growing dominance of AI, covering OpenAI's self-fact-checking model and the White House summit on AI energy consumption. However, concerns around AI are also prominent, including cost, security vulnerabilities, and ethical considerations.
Miami's Startup Scene: Keith Rabois remains optimistic about Miami's potential as a tech hub despite the departure of Andreessen Horowitz, citing significant growth in seed investments. However, data from PitchBook presents a more nuanced picture.
Funding Landscape: This edition showcases a healthy mix of funding rounds across various...
2024-09-1405 min
"Upstream" with Erik TorenbergE76: "The CEO is Always Responsible” | This Won’t Last w/ Logan Bartlett, Zach Weinberg, Kevin Ryan, and Keith RaboisThis week on Upstream, we’re dropping the first episode of Logan Bartlett, Keith Rabois, Kevin Ryan, and Zach Weinberg's newest podcast This Won’t Last. The show is an unfiltered backchannel where they unpack the hype cycles in venture, startup culture, and business.In this episode they discuss Paul Graham’s essay "Founder Mode", AI valuations, the state of the venture market, and free speech concerns with Telegram and TikTok.—🔥 Apply to join over 400 founders and Execs in the Turpentine Network: https://www.turpentinenetwork.co/—RECOMMENDED PODCAST
2024-09-121h 24
"Turpentine VC" | Venture Capital and InvestingE55: Keith Rabois, Logan Bartlett, Kevin Ryan, and Zach Weinberg Dissect the Current Funding ClimateThis week we’re dropping the first episode of Logan Bartlett, Keith Rabois, Kevin Ryan, and Zach Weinberg's newest podcast This Won’t Last. The show is an unfiltered backchannel where they unpack the hype cycles in venture, startup culture, and business.In this episode they discuss Paul Graham’s Founder Mode, AI valuations, the state of the venture market, and free speech concerns with Telegram and TikTok.--Apply to join over 400 founders and Execs in the Turpentine Network: https://www.turpentinenetwork.co/--RECOMMENDED PODCAST: This Won't Last
2024-09-101h 23
Podcast Notes Playlist: Startup20VC: Lessons from Mark Zuckerberg, Keith Rabois & Tobi Lütke | Why Remote is a Bad Idea for 90% of Companies | The Framework for How Shopify Builds Product Today | What Humans Get Wrong About Marriage and Kids with Kaz Nejatian, COO @ ShopifyTwenty Minute VC
Kaz Nejatian is Shopify’s VP of Product & Chief Operating Officer. Before Shopify, Kaz founded Kash, a payment technology company which was acquired in 2017 by one of the largest fintech companies in the U.S. Kaz then served as Product Lead for Payments and Billing at Facebook, reducing the barriers for businesses in cash-dependent markets to purchase digital ads without a credit card. In Today's Episode with Kaz Nejatian We Discuss: 1. Learnings From the Greats: Mark Zuckerberg: What are Kaz's biggest le...
2024-08-251h 03The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC: Lessons from Mark Zuckerberg, Keith Rabois & Tobi Lütke | Why Remote is a Bad Idea for 90% of Companies | The Framework for How Shopify Builds Product Today | What Humans Get Wrong About Marriage and Kids with Kaz Nejatian, COO @ Shopify Kaz Nejatian is Shopify’s VP of Product & Chief Operating Officer. Before Shopify, Kaz founded Kash, a payment technology company which was acquired in 2017 by one of the largest fintech companies in the U.S. Kaz then served as Product Lead for Payments and Billing at Facebook, reducing the barriers for businesses in cash-dependent markets to purchase digital ads without a credit card. In Today's Episode with Kaz Nejatian We Discuss: 1. Learnings From the Greats: Mark Zuckerberg: What are Kaz's biggest lessons from working with Zuck? Wh...
2024-08-141h 03
ericmckay4 's Listen LaterKeith Rabois | Venture Capitalist and Co-Founder of Opendoor and OpenStore Podcast: The Founder Hour (LS 45 · TOP 1% what is this?)Episode: Keith Rabois | Venture Capitalist and Co-Founder of Opendoor and OpenStorePub date: 2024-06-11Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationKeith Rabois is a Managing Director at Khosla Ventures and CEO of OpenStore, bringing over 20 years of experience as a founder, operator, and investor. At Khosla Ventures, he led early investments in DoorDash, Affirm, and Stripe, and co-founded Opendoor. Previously, at Founders Fund, he invested in Ramp, Trade Republic, and Aven, and personally invested early in...
2024-06-1158 min
The Founder HourKeith Rabois | Venture Capitalist and Co-Founder of Opendoor and OpenStoreKeith Rabois is a Managing Director at Khosla Ventures and CEO of OpenStore, bringing over 20 years of experience as a founder, operator, and investor. At Khosla Ventures, he led early investments in DoorDash, Affirm, and Stripe, and co-founded Opendoor. Previously, at Founders Fund, he invested in Ramp, Trade Republic, and Aven, and personally invested early in YouTube, Airbnb, Palantir, Lyft, and Eventbrite. In 2023, he ranked #25 on the Forbes U.S. Midas list.Keith has served on numerous boards, including Yelp, Xoom, and Reddit, and currently serves on the boards of Affirm, Ramp, and Trade Republic. His career...
2024-06-1158 min
Founder's JournalHow to Identify Top 1% Talent (Keith Rabois, Investor in Doordash, YouTube, Airbnb & Lyft)Episode 134: Today, I speak to legendary executive and investor Keith Rabois about his ability to identify top 1% founders and employees. Keith has invested in a billion-dollar business every year for the last 20 years, including Doordash, YouTube, and Lyft. Previously, he held senior leadership roles at Paypal, LinkedIn, and Square. We chat about how to find undiscovered talent, hiring barrels, and the two traits of 10X founders. Episode Transcript: https://foundersjournalpod.morningbrew.com/blog/how-to-identify-top-1-talent-keith-rabois-investor-in-doordash-youtube-airbnb-lyftSend us an email and let us know what you think of the idea! f...
2024-05-2135 min
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC: The Memo: Keith Rabois and Ramp's Eric Glyman on Behind The Scenes at The Best Run Private Company on the Planet; The Tools, Tips, Secrets and Process That Drive EfficiencyEric Glyman is the Co-Founder and CEO of Ramp, America's fastest growing corporate card and finance automation platform. Under Eric’s leadership, Ramp has raised more than $1 billion in financing, with a valuation of $8.1 billion. Prior to Ramp, Eric co-founded Paribus, a price-tracking app to help consumers save money (acquired by Capital One). Ramp recently raised another $150 million series D round co-led by Founders Fund and Khosla ventures, with a post-money valuation of $7.65 billion. Keith Rabois is a Managing Director @ Khosla Ventures and one of the most respected venture investors of the last decade. Keith has le...
2024-05-0342 min
Cambrian Fintech with Rex SalisburyKeith Rabois' Unique Investment Strategy (Exclusive Interview 2024)Keith Rabois is back at Khosla after leaving Founders Fund. In this episode, Keith discusses his return, why he focuses on seed investing, his most courageous bet, his biggest mistakes (deciding which meetings to take) and more. He also shares insights on evaluating founders, the intricacies of startup success, and his approach to investing.
2024-05-0156 min
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC Exclusive: Keith Rabois on Rejoining Khosla Ventures Keith Rabois is a Managing Director @ Khosla Ventures and one of the most respected venture investors of the last decade. Keith has led investments in Stripe, Faire, Ramp, Affirm and many more. Just last week, Keith announced he would be rejoining Khosla from Founders Fund, where he spent an immensely successful 5 years as a General Partner. Prior to Founders Fund, Keith started his career at Khosla where he spent 6 years and led investments in DoorDash, Opendoor, Webflow and more. In Today's Episode with Keith Rabois We Discuss: 1. The Decision...
2024-01-121h 06
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC: Keith Rabois and Mike Shebat on Creating an Olympian Mindset to Work Ethic, Why First-Time Founders are Better Than Serial Entrepreneurs, Why Remote Work Does Not Work, Why the Best Founders Always Start in their Teens & Why Companies are Cults? Keith Rabois is a General Partner @ Founders Fund, one of the world's best venture funds with a portfolio including the likes of Facebook, SpaceX, Anduril, Tesla and many more. For the last 23 years straight, Keith has either invested in or founded a $BN company. Keith is also the Co-Founder and CEO @ Openstore, the company that will buy or run your Shopify business. Mike Shebat is the Founder and CEO @ Traba, the company providing industrial staffing when and where you need it. To date, Mike has raised $49M with Traba from some of the...
2023-11-2757 minLaBossiere Podcast#45 - Keith RaboisKeith Rabois is a General Partner at Founders Fund and the CEO of OpenStore, which acquires small direct-to-consumer businesses. Keith co-founded Opendoor and led the first institutional investments in DoorDash and Affirm. He has early stakes in YouTube, Palantir, Lyft, Airbnb, Eventbrite, and Wish, and also led investments in Faire, Ramp, Trade Republic, and Stripe. He’s regarded as one of the greatest early stage investors.
Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn and as chief operating officer of Square. As a board member, Keith gu...
2023-11-151h 16
The Danny Miranda Podcast#403: Keith Rabois – Advice For People In Their 20s (From A Silicon Valley Legend)Keith Rabois is widely known for his early-stage startup investments and his executive roles at PayPal, LinkedIn, Slide, and Square. Additionally, Rabois has been involved in investments in YouTube, Palantir, Lyft, Airbnb, Eventbrite, Wish, and The Org. He currently serves as the CEO of Open Store and the General Partner at Founders Fund.
0:00 Intro
0:32 Margaret Thatcher’s Influence
4:21 Peter Thiel
6:09 Spotting Talent
10:02 Looking For Anomalous Data
12:27 5-Year-Old Keith
13:43 Wasting Decade With Law
17:36 First Year At PayPal Learnings
21:39 Too Big To Fail
25:26 B...
2023-09-1545 min
The IO Podcast: Investor + OperatorKeith Rabois, Founders Fund | The IO Podcast - Episode 2If there was a Mount Rushmore of Investors, Keith Rabois would definitely be on it.Over his decades long career as both an investor and operator, Keith has had a hand in Silicon Valley unicorns like Square, Paypal, Airbnb and Youtube. In fact, he's aiming to be the 'Michael Jordan' of the investment world. Now, as a co-founder of Opendoor and Partner at Founders Fund Keith sits down with Tyler and Sterling and shares what he looks for in companies he invests in, what attributes a founder must have, why Elon Musk is wrong and takeaways from...
2023-08-0154 min
Scaling KnowledgeThe Almanack of Keith RaboisCreated with wondercraft.ai (get 50% off with SCALINGKNOWLEDGE50)
Keith Rabois
Twitter: twitter.com/rabois
Wikipedia: wikipedia.org/wiki/Keith_Rabois
Mo Golshan
OG written content version
Mo's twitter: twitter.com/mogolshan
Mentioned links:
Interview with John Sculley on Apple and Steve Jobs: John Sculley On Steve Jobs, The Full Interview Transcript | Cult of Mac
Read The Cognitive Style of PowerPoint by Edward Tufte: http://www.edwardtufte.com/tufte/powerpoint
Achieving Business Success One Person at a Time* by Peter Engel: The Exceptional Individual: Achieving Business Success...
2023-07-143h 07
Traction PodcastEmpire Building: Entrepreneurship, Success, and Disrupting Industries with Keith Rabois, OpenStoreOur guest on this episode of Traction is a legend in Silicon Valley, Keith Rabois, CEO of OpenStore, and GP at top-tier venture capital firm Founders Fund.Keith was instrumental in the success of PayPal, LinkedIn, Slide, Square, and OpenDoor. Eight companies he helped build are publicly traded IPOs with multi-billion dollar market caps or have been acquired for greater than $1 Billion.Today, Keith shares some unconventional tactics for building hyper-growth companies.Specifically, Keith covers:- How he got...
2023-06-2853 min
ericmckay4 's Listen LaterEP 62: Keith Rabois (Partner, Founders Fund) Lessons from Peter Thiel & Reid Hoffman, and Why He'd Never Invest in a Remote-First Company Podcast: The Logan Bartlett Show (LS 47 · TOP 1% what is this?)Episode: EP 62: Keith Rabois (Partner, Founders Fund) Lessons from Peter Thiel & Reid Hoffman, and Why He'd Never Invest in a Remote-First CompanyPub date: 2023-04-28Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationKeith Rabois is a prominent Silicon Valley investor and entrepreneur. He is currently the CEO and founder of OpenStore, and a partner at Founders Fund, a venture capital firm co-founded by Peter Thiel. Prior to this, he served as the COO at Square, a m...
2023-05-171h 11
The Logan Bartlett ShowEP 62: Keith Rabois (Partner, Founders Fund) Lessons from Peter Thiel & Reid Hoffman, and Why He'd Never Invest in a Remote-First CompanyKeith Rabois is a prominent Silicon Valley investor and entrepreneur. He is currently the CEO and founder of OpenStore, and a partner at Founders Fund, a venture capital firm co-founded by Peter Thiel. Prior to this, he served as the COO at Square, a mobile payments company founded by Jack Dorsey, and was also part of the so-called "PayPal Mafia," a group of individuals who co-founded PayPal or worked there in its early days and went on to become successful entrepreneurs and investors. Throughout his career, he has been involved in the founding and growth of many successful technology...
2023-04-281h 11
ericmckay4 's Listen Later#126 - KEITH RABOIS Podcast: POD OF JAKE (LS 34 · TOP 5% what is this?)Episode: #126 - KEITH RABOISPub date: 2023-04-04Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationKeith is the CEO & Co-Founder of OpenStore and a General Partner at Founders Fund. He is an experienced technology executive and entrepreneur, a prolific investor, and a self-described contrarian. Keith previously served as a General Partner at Khosla Ventures. Before that, he was COO at Square and served in influential roles at LinkedIn. He also co-founded Opendoor. Keith began his career in tec...
2023-04-0453 min
This Week in StartupsKeith Rabois on 2023 macro outlook, startup valuations, founder advice, ChatGPT vs Google | E1650Multiple time guest and friend of the pod Keith Rabois is back! Jason and Keith talk 2023 macro outlook (1:00), big tech's impact on startups (10:01), advice for founders (18:24), Meta's risky VR bet (27:22), ChatGPT vs Google (39:05), and more!
(0:00) Jason intros today's guest: Keith Rabois!
(1:00) Keith's 2023 macro outlook and thoughts on startup valuations
(8:54) Vanta - Get $1000 off your SOC 2 at https://vanta.com/twist
(10:01) What are big tech hiring freezes and RIFs doing to the startup market? Entitlement era coming to an end
(18:24) Advice for different archetypes of founders
(25:50) Acquire.com...
2023-01-051h 09
ericmckay4 's Listen LaterKeith Rabois: Velocity, Differentiation & Disruption Podcast: "World of DaaS" (LS 44 · TOP 1% what is this?)Episode: Keith Rabois: Velocity, Differentiation & DisruptionPub date: 2022-11-01Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationKeith Rabois is the CEO of Openstore and a general partner at Founders Fund. He’s had an amazing career as a founder and senior operator at some of the most innovative companies of the last 20 years, including Paypal, Square, Opendoor, and LinkedIn.Auren and Keith take a deep dive into spotting talent— one of Keith’s...
2022-11-0149 min
Summation (formerly World of DaaS)Keith Rabois: Velocity, Differentiation & DisruptionKeith Rabois is the CEO of Openstore and a general partner at Founders Fund. He’s had an amazing career as a founder and senior operator at some of the most innovative companies of the last 20 years, including Paypal, Square, Opendoor, and LinkedIn.Auren and Keith take a deep dive into spotting talent— one of Keith’s strengths— and discuss how he’s managed to hire so many incredible people over the years. They break down what makes a successful founder, why sitting on “too many” boards is the right move for VCs, and how Keith has...
2022-11-0149 min
Limited SupplyS2 E2: What Keith Rabois Looks For In FoundersWhen you think of big brand investing, you think of Keith Rabois. He gives Nik and Moiz the inside scoop on his investing thesis.Keith Rabois is General Partner at Founders Fund and CEO at OpenStore, providing liquidity to Shopify merchants and integrating them into a decentralized department store.He gets into why he looks for quality and caliber when it comes to investing in founders, why extraordinary people lead to breakthroughs, and why the CEO is ultimately responsible for everything.Growing your business is hard, but Triple Whale is all about scaling...
2022-10-1955 min
The #MiamiTech PodEP 68 | Keith Rabois' Key To Happiness: MiamiOn this episode the hosts chat with entrepreneur, investor and contrarian, Keith Rabois of Founders Fund.Topics on deck:- Insight into Keith as an operator in tech’s biggest companies- State of VC - Secret to Keith’s happiness: MiamiFollow the Hosts:@BrianBreslin@CFernandezFL@MariaDerchi@WillWeinraubFollow the guest:@Rabois@foundersfundwww.foundersfund.comThanks for listening! Please Like + Subscribe + Rate + Review!
2022-07-0439 min
The Pomp Podcast#1025 Keith Rabois On The Critical Thinking Crises That’s UnderwayKeith Rabois is a General Partner at Founders Fund, A member of the "Paypal Mafia" and has helped build and invest in multiple billion dollar companies.
This audio podcast was pulled from my live event with Keith Rabois at Showfields in Miami, Florida. In this conversation, we talk about the frameworks around critical thinking, including how it's done, changing your mind on closely held beliefs, and the downsides to having so much conviction. We also discuss the macro economy and other current events such as Covid, gun control, Bitcoin and geopolitics.
To see the full video interview of my chat...
2022-06-2951 min
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC: Keith Rabois on Why Buy Low, Sell High Does Not Work in Venture, Keith's Biggest Lessons from Prior Crashes, Why Today's Public Markets are not an Over-Reaction, Why Valuation is a Trap & Why Wokeness is a Function of Entitlement Keith Rabois is a General Partner @ Founders Fund, one of the best performing funds of the last decade with a portfolio including Facebook, Airbnb, SpaceX, Stripe, Anduril, the list goes on. As for Keith, he has led the first institutional investments in DoorDash, Affirm and co-founded Opendoor. He has also led investments in Faire, Ramp, Trade Republic, and Stripe. As an operator, Keith has an unparalleled track record as a Senior Exec at Paypal, he then went on to influential roles at Linkedin and being COO at Square. Finally, as an angel, Keith made early investments into...
2022-05-3039 min
All-In with Chamath, Jason, Sacks & Friedberg#AIS: Tim Urban on political discourse + Keith Rabois on early-stage investing in 2022 This talk was recorded LIVE at the All-In Summit in Miami and included slides. To watch on YouTube, check out our All-In Summit playlist: https://bit.ly/aisytplaylist 0:00 Tim Urban gives a talk on political discourse in America and explains high-rung vs. low-rung thinking 26:20 The Besties and Keith Rabois join Tim Urban on stage for a roundtable discussion on cancel culture 51:23 Keith Rabois talks about taking a pause on new investments in 2022 and gives his take on other major VC players Follow the guests: https://twitter.com/waitbutwhy https://t...
2022-05-261h 09
The Logan Bartlett ShowEP 13: An Interview with Keith Rabois on Why He Tweets and Miami Tech Week, Netflix Loses 200K Subscribers, and Even More Elon(04:35) Miami Tech Week is just dangerous being so close to Coachella(08:18) Netflix somehow losing subscribers even though they raised prices and have 98 competitors(24:14) Elon Musk just buying stuff out of spite(29:57) A16Z’s new Accelerator(36:08) Keith Rabois interview and his hottest of takes Follow the show:https://twitter.com/cartoonavatarshttps://www.instagram.com/cartoonavatars/https://www.tiktok.com/@cartoonavatars Follow the hosts:https://twitter.com/zckhttps://twitter.com/nikitabierht...
2022-04-231h 23
This Week in StartupsKeith Rabois of Founders Fund + AirBnB's earnings & evolving customer base, SF BOE recall | E1388World-class investor-operator Keith Rabois is back for his eighth time!
But first, Jason breaks down Airbnb’s great Q4 and full-year earnings report (2:42) and how its customer segment is evolving. Then, he briefly covers the SF Board of Education recall (22:58).
When Keith joins (31:27), he and Jason discuss:
1. How he called the top of the tech market in November 2021
2. Keith's 2019 prediction that came true
2. Venture Capital's decaying price discipline
3. Facebook's challenge ahead
4. Six predictions for the market
Notes
0:00 Jason int...
2022-02-171h 17
Keith Rabois of Founders Fund + AirBnB’s earnings & evolving customer base, SF BOE recall | E1388World-class investor-operator Keith Rabois is back for his eighth time!
But first, Jason breaks down Airbnb’s great Q4 and full-year earnings report (2:42) and how its customer segment is evolving. Then, he briefly covers the SF Board of Education recall (22:58).
When Keith joins (31:27), he and Jason discuss:
1. How he called the top of the tech market in November 2021
2. Keith's 2019 prediction that came true
2. Venture Capital's decaying price discipline
3. Facebook's challenge ahead
4. Six predictions for the market
2022-02-171h 17
The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch20VC: The Opendoor Memo: Keith Rabois on The Origins of Opendoor from a Conversation with Peter Thiel, Why Cash is Not a Competitive Moat for Startups Today and What People Misunderstand About Black Swan Events in Real Estate and How it Impacts Opendoor Keith Rabois is a General Partner @ Founders Fund, one of the most successful venture firms of the last decade with home runs in the likes of SpaceX, Palantir, Stripe, Anduril, Facebook, Airbnb, Nubank and many more. As for Keith, he led the first institutional investments in DoorDash, Affirm and has also led investments in Ramp, Trade Republic, Faire and Stripe. Prior to venture, Keith had the most stellar operating career, joining PayPal when their monthly burn-rate was $6 million; Keith joined LinkedIn, Slide and Square when they had no revenue. Fun fact, five companies Keith helped build are...
2021-09-3036 min
Village Global PodcastGreatest Hits: What Keith Rabois Thinks About Basically EverythingWe're re-releasing some of the best episodes from the podcast this summer.Erik and co-host Anuj Abrol (@nujabrol) interviewed Keith Rabois (@rabois).Keith starts out by talking about why he joined Founders Fund and the reason that the structure of VC means we don’t see more people moving from one fund to another. They talk about the future of venture and whether there will be more M&A in the space and where he sees things going in the next 10 years. Keith explains why being an effective VC is much more an art than a sc...
2021-08-301h 27
Boundless LifeHow Rich Guys Stay Fit, Heart Rate Recovery, Resting Heart Rate Tracking, Heart Rate Variability, Cold Soak Temperatures, Little-Known Pre-Sleep Supplements & Much More With Keith Rabois.BenGreenfieldFitness.com/Keith Keith Rabois is the General Partner at Founders Fund. He has a unique background as an entrepreneurial executive and investor. Since 2000, he has been instrumental in driving five startups from their early stages to successful IPOs. He has provided seed capital to another ten companies that are currently valued at over $1 B, including Airbnb, Lyft, YouTube, Wish, Yammer. Since March 2013, Keith Rabois has served as a senior partner at Khosla Ventures, a technology venture capital fund founded by Vinod Khosla. He specializes in funding early-stage companies with a primary focus in consumer...
2021-08-051h 09
Ben Greenfield Fitness: Diet, Fat Loss and PerformanceHow Rich Guys Stay Fit, Heart Rate Recovery, Resting Heart Rate Tracking, Heart Rate Variability, Cold Soak Temperatures, Little-Known Pre-Sleep Supplements & Much More With Keith Rabois.BenGreenfieldFitness.com/Keith Keith Rabois is the General Partner at Founders Fund. He has a unique background as an entrepreneurial executive and investor. Since 2000, he has been instrumental in driving five startups from their early stages to successful IPOs. He has provided seed capital to another ten companies that are currently valued at over $1 B, including Airbnb, Lyft, YouTube, Wish, Yammer. Since March 2013, Keith Rabois has served as a senior partner at Khosla Ventures, a technology venture capital fund founded by Vinod Khosla. He specializes in funding early-stage companies with a primary focus in consumer, financial services and health care...
2021-08-051h 15
Wharton Business Radio Guest AudioKeith Rabois on Launch PadKeith Rabois, General Partner at Founders Fund, talks to Launch Pad host Rob Coneybeer on Business Radio, Sirius XM 132. See acast.com/privacy for privacy and opt-out information.
2021-06-0352 minVillage Global PodcastKeith Rabois on Miami and Company-Building in 2021Keith Rabois (@rabois), partner at Founders Fund, joins Erik on this episode to discuss:- Why he decided to move to Miami and why it’s made him 30-40% happier.- The benefits of clustering when you’re at the earliest stages of building a company, and why remote works better for a later-stage company.- Why he suggests you don’t visit a place you’re considering moving to for just a weekend and instead you go for a full Monday to Friday cycle.- What he’s learned from people organizing...
2021-05-1625 min
Phosphatidylserine, Cortisol & Testosterone Dr. Cam | Maximus Live #47Keith Rabois Actionable Advice | Maximus PodcastIn this podcast episode Dr. Cam Sepah interviews the billionaire investor Keith Rabois. Keith gives actionable advice on what he thinks everyone should be doing if they wish to become successful. Keith talks about how he stays focused, how he deals with failure, his daily routines and what he focuses on to stay healthy.
Time Codes
00:00 Intro
01:21 What's the secret to working hard without burning out?
04:16 How do you recharge your batteries?
09:00 What is your daily routine?
12:50 What health habits do you practice daily?
18:20 How o...
2021-03-1553 min
ericmckay4 's Listen LaterOperators Ep 14: Keith Rabois (Founders Fund) Podcast: Operators (LS 32 · TOP 5% what is this?)Episode: Operators Ep 14: Keith Rabois (Founders Fund)Pub date: 2020-11-09Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationKeith Rabois is currently a general partner at Founders Fund. Prior to joining Founders Fund, Keith was an early executive at several successful companies including PayPayl, LinkedIn, and the COO of Square. He also spent six years at Khosla Ventures prior to joining Founders Fund. In this episode we talk about Keith’s start as a lawyer and why he decid...
2021-02-231h 12Phosphatidylserine, Cortisol & Testosterone Dr. Cam | Maximus Live #47Making The Man: Keith Rabois Investing in PayPal, LinkedIn, Square & Maximus | Maximus PodcastIn This podcast Dr. Cam Sepah interviews the one and only Keith Rabois. Keith is a legendary operator who was involved in founding LinkedIn, PayPal, Slide, Square as an executive and Open-door. Also, has been an angel investor in VC at coastal ventures and is now at Founders Fund and is the lead investor in Maximus. In this podcast Keith talks about his upbringing, early days studying Law and his love for reading. He also talks about his work ethic and what motivates him to continue his successful business career. Lastly, Keith explains the importance of studying some form...
2021-02-221h 03
Lessons via LeadersEpisode 25: Creating Impact and Building in Miami w/ Keith Rabois, General Partner @ Founders FundKeith Rabois is a serial entrepreneur and investor working and investing in companies such as Airbnb, Lyft, YouTube, Wish, Yammer, DoorDash, Stripe, and Affirm (among many others) and has worked at companies like PayPay, LinkedIn, and Square. Keith is one of the most respected people in the tech industry so I was very much looking forward to sit down with him to talk about a variety of topics including:The recent tech migration to MiamiMiami's rise as a tech scene and where it's headingThe qualities Keith looks for in founders/entrepreneurs The rise of SPACs and ho...
2021-02-1151 min
Leveling Up with Eric SiuHow Silicon Valley Investor Keith Rabois' Growth Philosophy will 10x your companyToday on the show we are looking at Keith Rabois' philosophy of ammunition and barrels! This is a way to look at the members of your team and who you choose to hire. Keith unpacks how these two different types of team members will serve you in certain ways — it is up to you to make the most of specific skills as well as hiring smartly. Tune in to learn more about the ammunition and barrels metaphor! TIME-STAMPED SHOW NOTES: [00:21] Before we jump into today’s interview, please rate, review, and subscribe to the Leveling Up Podc...
2020-12-2005 min
Leveling Up with Eric SiuHow Silicon Valley Investor Keith Rabois' Growth Philosophy will 10x your companyToday on the show we are looking at Keith Rabois' philosophy of ammunition and barrels! This is a way to look at the members of your team and who you choose to hire. Keith unpacks how these two different types of team members will serve you in certain ways — it is up to you to make the most of specific skills as well as hiring smartly. Tune in to learn more about the ammunition and barrels metaphor! TIME-STAMPED SHOW NOTES: [00:21] Before we jump into today’s interview, please rate, review, and subscribe to the Leveling Up Podc...
2020-12-2005 minVillage Global PodcastKeith Rabois’s Advice For Angel InvestorsKeith Rabois (@rabois), partner at Founders Fund, joins Erik on this episode. It was recorded as part of an On Deck event. They discuss:- How he would compare the state of angel investing when he was getting started years ago to angel investing today.- His learnings about building a better filter for whether to take a meeting or not, and what he looks for in a person’s LinkedIn profile.- Portfolio allocation and how much to allocate to angel investing.- What differentiates people who are an executive and an...
2020-11-151h 06
Live Better PodcastKeith Rabois, Investor and Entrepreneur on Navigating High Growth Startups, Managing Your Time, and Defining What Is Important to YouLive from the Live Better recording studio! Bret and Jason are here this week with Keith Rabois, investor and entrepreneur. Keith is a general partner at Founders Fund. Throughout his venture career he has led investments in DoorDash, Affirm, Forward Health, Faire, Thoughtspot, and Stripe. He also founded Opendoor, which transforms the process of buying and selling a home. Keith has a unique and unparalleled track record as an entrepreneur, executive and investor. Over the last decade, he has forged several of the most important new social and commerce platforms. Keith began his career in the industry...
2020-11-101h 00
OperatorsOperators Ep 14: Keith Rabois (Founders Fund)Keith Rabois is currently a general partner at Founders Fund. Prior to joining Founders Fund, Keith was an early executive at several successful companies including PayPayl, LinkedIn, and the COO of Square. He also spent six years at Khosla Ventures prior to joining Founders Fund. In this episode we talk about Keith’s start as a lawyer and why he decided to leave law, the moment he knew PayPal was going to be a success, and his philosophy on goal alignment. He also shares his thoughts on the joy he has for team building and mentoring, why regulatory ri...
2020-11-091h 12Village Global PodcastKeith Rabois and Jacob Helberg on The US-China Cold War, The Election, and Silicon ValleyKeith Rabois (@rabois), partner at Founders Fund, and Jacob Helberg (@jacobhelberg), senior advisor at Stanford Cyber, adjunct fellow at CSIS, and formerly of Google, join Erik on this episode. They discuss:- Why the US is indeed in a cold war with China.- The roles of DC and Silicon Valley in this new cold war.- The reasons for the foreign policy establishment’s dovishness on China.- How economic foreign policy became decoupled from national foreign policy.- TikTok, and how tech and geopolitics will intersect in...
2020-09-271h 08
The Official SaaStr Podcast: SaaS | Founders | InvestorsSaaStr 353: Unicorns and Decacorns in 2020: What's Changed and What Hasn't with Keith Rabois, General Partner at Founders Fund and Jason Lemkin, CEO, and Founder of SaaStrKeith Rabois (Paypal, Linkedin, Square) and SaaStr Founder Jason Lemkin talk about the landscape of SaaS & Cloud fundraising and valuation in 2020. This episode is an excerpt from Keith and Jason's session at SaaStr Summit: The New New in Venture. Full video: https://youtu.be/KxTZfx_QpjY Podcast transcript: https://www.saastr.com/saastr-podcasts-for-the-week-with-keith-rabois-and-jason-lemkin/
2020-07-1628 min
The Official SaaStr Podcast: SaaS | Founders | InvestorsSaaStr 353: Unicorns and Decacorns in 2020: What's Changed and What Hasn't with Keith Rabois, General Partner at Founders Fund and Jason Lemkin, CEO, and Founder of SaaStrKeith Rabois (Paypal, Linkedin, Square) and SaaStr Founder Jason Lemkin talk about the landscape of SaaS & Cloud fundraising and valuation in 2020. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
2020-07-1628 min
ericmckay4 's Listen Later14 - Keith Rabois - How to Operate Podcast: How to Start a StartupEpisode: 14 - Keith Rabois - How to OperatePub date: 2016-01-06Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationWhat should the CEO be doing on a day to day basis? How do you make sure the company is moving in the right direction? Keith Rabois, Partner at Khosla Ventures and former COO of Square, tackles the nitty gritty - How to Operate. Lots of actionable takeaways from this lecture!Lecture Transcript: te...
2020-07-0846 min
ericmckay4 's Listen LaterKeith Rabois: Accumulating Advantages Podcast: North Star Podcast (LS 42 · TOP 1.5% what is this?)Episode: Keith Rabois: Accumulating AdvantagesPub date: 2019-01-14Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarizationMy guest today is Keith Rabois, the Managing Director at Khosla Ventures. At Khosla, Keith focuses on the consumer internet, education, enterprise, financial services, and digital health. Keith has had a front-seat to Silicon Valley history. He’s had five bosses in his career: Peter Thiel, Max Levchin, Reid Hoffman, Jack Dorsey, and Vinod Khosla. In this episode, we talk about the lesso...
2020-07-0859 min
ericmckay4 's Listen LaterE1057: Founders Fund General Partner Keith Rabois on stock market bounce back, domain expertise being overrated, US/China issues, 2020 election, recipe for startups success, chaos making way for a new generation of entrepreneurs & much more! Podcast: This Week in Startups (LS 64 · TOP 0.05% what is this?)Episode: E1057: Founders Fund General Partner Keith Rabois on stock market bounce back, domain expertise being overrated, US/China issues, 2020 election, recipe for startups success, chaos making way for a new generation of entrepreneurs & much more!Pub date: 2020-05-12Get Podcast Transcript →powered by Listen411 - fast audio-to-text and summarization0:56 Jason intros Keith Rabois and checks in on his quarantine, Zoom's heightened exhaustion factor & more
5:46 What will the lasting impact of COVID be on Silicon Valley & the startup funding lan...
2020-07-081h 24
The NFX PodcastKeith Rabois on how Contrarians Think: The Early Days of Square, Yelp, & PayPalnull
In this episode of the NFX Podcast, Keith Rabois and James Currier examine the rule deviation behind some of technology's greatest startup feats — PayPal, Square, Yelp, and even Apple, Tesla, and SpaceX.
They discuss:- The 5 People You Spend the Most Time With: It's easy to be a contrarian. It's hard to be right. What are the environmental and psychological factors needed to really think for yourself?- The Extreme 1% of the Bell Curve: A framework for rule deviation that leads to invention, not replication.- Being a Founder is Like Chewing Glass: Th...
2020-06-301h 03Village Global PodcastDelian Asparouhov’s Lessons From Keith RaboisDelian Asparouhov (@zebulgar), principal at Founders Fund, joins Erik on this episode.They discuss:- Delian’s essays on what he’s learned from working with Keith Rabois at Founders Fund, and why he says “osmosis is the best way to learn.”- How they evaluate talent in general, and specifically founders.- Why he says that the more technical the company, the better the founder has to be at fundraising and storytelling.- Why they are more excited about lending these days.- Companies that help you improve...
2020-03-1053 min
David's NotesKeith Rabois: Key lessons from Peter Thiel, Reid Hoffman, and Jack DorseyPayPal went off the rails fairly often. We had three different CEOs in six months. We were burning $10 million a month with less than six weeks of cash left. [2:09]We had a lot of enemies back then. Visa and Mastercard hated us. eBay hated us. Various states hated us. The state of Louisiana tried to shut us down right before our IPO. [2:41]Stripe has an adage that every problem is a leadership problem. The right people doing the right things tends to produce solutions —with enough time horizon—as you wait your set of options gets...
2020-02-1005 min
Upfront VenturesKeith Rabois Interviewed by Dan Primack | Upfront Summit 2020Keith Rabois of Founders Fund sits down with Dan Primack of Axios to discuss making big bets in venture, how Founders Fund operates as a partnership with unique perspectives, and his views on the upcoming election cycle.
2020-02-0324 min
Pattern BreakersKeith Rabois: Key lessons from Peter Thiel, Reid Hoffman, and Jack DorseyFew people in the history of startups have seen more examples of excellence than Keith Rabois. Not surprisingly, Keith is also one of the best investors in Silicon Valley, having achieved great success as an Angel and now at Founders Fund.
Check out the Pattern Breakers Blog at patternbreakers.substack.com for
even more Pattern Breaking content from Mike.
Mike's book Pattern Breakers is available now wherever you buy books.
Follow Mike on X!
2020-02-0329 min
What Got You There with Sean DeLaney#176 Keith Rabois- Spotting Undiscovered Talent, Discovering Your Comparative Advantage and Cultivating Greatness.Keith Rabois is a Silicon Valley legend known for discovering and cultivating talent that has gone on to create companies such as YouTube, Lyft, Airbnb, Quora and many more. Keith is a general partner at Founders Fund and also founded Open-door which transforms the process of buying and selling a home. Keith has a unique and unparalleled track record as an entrepreneur, executive and investor. Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn, and as Chief Operating Officer of Square. ...
2020-01-1254 min
What Got You There with Sean DeLaneyKeith Rabois- Spotting Undiscovered Talent, Discovering Your Comparative Advantage and Cultivating GreatnessKeith Rabois is a Silicon Valley legend known for discovering and cultivating talent that has gone on to create companies such as YouTube, Lyft, Airbnb, Quora and many more. Keith is a general partner at Founders Fund and also founded Open-door which transforms the process of buying and selling a home. Keith has a unique and unparalleled track record as an entrepreneur, executive and investor. Keith began his career in the industry as a senior executive at PayPal and subsequently served in influential roles at LinkedIn, and as Chief Operating Officer of Square. ...
2020-01-1254 min
David's NotesKeith Rabois on How He Invests, Forming a Founding Team, and Funding “Ridiculous” IdeasWhat is your advice for founders who don’t have an idea yet: I don’t like that kind of founder. As a general matter, I like people who have a very specific idea that they want to pursue. An idea that keeps them up at night. An idea they can’t stop proselytizing etc. [2:18]The general filter I use [for startups] is the more ambitious the better. [4:56] I want half of my VC friends to laugh at the investments I make. If half do not laugh it means I am not taking enough risk. [5:38]A...
2019-11-2705 minVillage Global PodcastKeith Rabois on How He Invests, Forming a Founding Team, and Funding “Ridiculous” IdeasKeith Rabois (@rabois), partner at Founders Fund, joins Erik on this episode. It was recorded live at an On Deck Fellowship event in San Francisco. They discuss:- The kinds of companies and founders he looks to fund, including why he wants half of his VC friends to laugh at how ambitious and ridiculous the companies he’s funding are.- Why going from zero to one involves roughly the same amount of pain no matter whether the “one” the company gets to is tiny or a billion-dollar-plus enterprise.- Some of the di...
2019-11-241h 24
First Text with Cory Levy2 | KEITH RABOIS - Former Square COO, Co-Founder of $1B+ startup OpenDoor, and VC at Founders FundThis week, Cory speaks to entrepreneurial executive and investor Keith Rabois, who is best known for his early-stage startup investments in YouTube, Airbnb, Palantir and also his operative roles in building PayPal, LinkedIn, Slide and Square. He is also currently a partner at Khosla Ventures and the co-founder and executive chairman at Open Door. In this weeks episode, Keith talks about how he transitioned from law to tech, what convinced him to leave the safe path into the uncertain times of the dot-com era, the early PayPal days, the hardest role to fill in a company today and how...
2019-09-1731 min
"Can't Be Done"Ep. 90: Sparking Great Companies—with Keith Rabois of Founders FundThe best venture investors bring more to the table than capital. The most successful venture investors serve as active advisors, mentoring unproven entrepreneurs and propelling startups forward. So, what do such founder-driven investors look for in emerging talent? How do they teach the fundamentals of operating a business? How do they identify and then cultivate the SPARK it takes to build a company with the potential to change the world?
Keith Rabois is General Partner at Founders Fund, a VC firm focused on supporting entrepreneurs building revolutionary technologies. Keith is known for guiding early-stage startups to become...
2019-03-2143 minVillage Global PodcastWhat Keith Rabois Thinks About Basically EverythingErik and co-host Anuj Abrol (@nujabrol) interview Keith Rabois (@rabois), newly announced GP at Founders Fund. Keith starts out by talking about why he joined Founders Fund and the reason that the structure of VC means we don’t see more people moving from one fund to another. They talk about the future of venture and whether there will be more M&A in the space and where he sees things going in the next 10 years. Keith explains why being an effective VC is much more an art than a science.Erik asks about Keith’s goal...
2019-02-281h 27
North Star PodcastKeith Rabois: Accumulating AdvantagesMy guest today is Keith Rabois, the Managing Director at Khosla Ventures. At Khosla, Keith focuses on the consumer internet, education, enterprise, financial services, and digital health. Keith has had a front-seat to Silicon Valley history. He’s had five bosses in his career: Peter Thiel, Max Levchin, Reid Hoffman, Jack Dorsey, and Vinod Khosla. In this episode, we talk about the lessons of sports from the San Francisco 49ers to the Oakland A’s. Keith shares a story from his first week at PayPal, where he went on a run with Peter Thiel, which sparked his hiring philosophy. Then, we...
2019-01-1459 min
Decoder with Nilay PatelRecode Decode: Keith RaboisKhosla Ventures partner Keith Rabois talks with Recode's Kara Swisher about the current startup and venture capital landscape, the Trump administration and more. In this episode: (01:18) Rabois's background; (04:28) Becoming a venture capitalist and how Khosla Ventures invests; (09:37) The startup and venture capital landscape; (15:06) Why startup fundraising was unusually hectic in December; (19:15) Investing in healthcare, aerospace and autonomous driving; (26:56) Artificial intelligence; (29:02) Ethical issues in advertising and at Facebook; (36:40) Political advertising and Russian media manipulation; (40:40) The prospect of regulation; (46:32) Saudi Arabia and the murder of Jamal Khashoggi; (50:04) Contrarianism and book recommendations; (53:45) Being conservative and Rabois' friend Peter Thiel; (58:07) What happens to...
2019-01-051h 09
Invest Like the Best with Patrick O'ShaughnessyKeith Rabois - If You Can’t Sell Them, Compete with ThemMy guest this week is Keith Rabois. Keith is currently an investment partner at Khosla Ventures, but has a storied and diverse background as an investor, entrepreneur, and executive. He has worked in senior positions at Paypal, LinkedIn, and Square; has led investments in companies like Stripe, YouTube, Palantir, and AirBnB; and started the company OpenDoor, which aims to transform the process of selling a home through technology. One fun fact about Keith is that he may have the most impressive list of bosses I’ve ever seen, which we discuss during the episode. We co...
2018-12-181h 01
Dorm Room Tycoon (DRT)Why Building a Startup is Hard with Keith Rabois, Khosla VenturesIn this interview, Keith Rabois explains the importance of hard work and turning your startup into a smooth machine. We discuss management styles, the downfall of remote working and how to go about hiring talented people.
2018-04-2200 minVillage Global PodcastEpisode #14: How To Recruit, Assess, and Retain The Best People For Your Startup With Keith Rabois and Jack AltmanErik talks to Keith Rabois (@rabois), Managing Director at Khosla Ventures and Jack Altman (@jaltma), CEO and co-founder of Lattice. Keith and Jack draw on their experience working at high-growth start-ups to explain how to attract the best people to your startup. They discuss how and when to hire and fire when you’re running an early stage company, the parallels between sports and work, and how to pick a co-founder. Jack says that he can tell a lot about a startup just by walking around the office and Keith tells us why a change in floor plan was the be...
2018-01-251h 26
Square One: Conversations with the Best in Business12: Keith Rabois, General Partner at Khosla VenturesHiring correctly and operating proficiently are two of the most complex and nuanced management skill sets necessary to lead an organization to success. This week, we dived into these topics much more deeply with Keith Rabois, General Partner at Khosla Ventures. Keith is a member of the famed PayPal Mafia — having worked closely with Peter Thiel, Elon Musk and Reid Hoffman amongst others in his early days — and has become a revered source of how to successfully hire and execute in Silicon Valley. Keith held Executive roles at PayPal, LinkedIn, Slide and Square prior to joining Khosla Ventures. This conversation...
2017-10-1539 min
The Official SaaStr Podcast: SaaS | Founders | InvestorsSaastr 008: Hiring 101 with Keith Rabois @ OpenDoor & Khosla VenturesThis episode was recorded at Saastr Annual 2016 and it is an incredible conversation whereby Jason Lemkin deep dives into the career and wisdom of Keith Rabois. For those that do not know, Keith is a legend of the tech industry having helped build some of the most important companies in Silicon Valley including Paypal, Square and Linkedin. He is also a very prominent VC with Khosla Ventures and has recently rejoined the world of operations, looking to disrupt the world of property with OpenDoor.
For your chance to win a signed copy of Jason's new book 'How H...
2016-03-2833 min
The Official SaaStr Podcast: SaaS | Founders | InvestorsSaastr 008: Hiring 101 with Keith Rabois @ OpenDoor & Khosla VenturesThis episode was recorded at Saastr Annual 2016 and it is an incredible conversation whereby Jason Lemkin deep dives into the career and wisdom of Keith Rabois. For those that do not know, Keith is a legend of the tech industry having helped build some of the most important companies in Silicon Valley including Paypal, Square and Linkedin. He is also a very prominent VC with Khosla Ventures and has recently rejoined the world of operations, looking to disrupt the world of property with OpenDoor.For your chance to win a signed copy of Jason's new book...
2016-03-2833 min
How to Start a Startup14 - Keith Rabois - How to OperateWhat should the CEO be doing on a day to day basis? How do you make sure the company is moving in the right direction? Keith Rabois, Partner at Khosla Ventures and former COO of Square, tackles the nitty gritty - How to Operate. Lots of actionable takeaways from this lecture!Lecture Transcript: tech.genius.com/Keith-rabois-lecture-14-how-to-operate-annotatedSee the slides and readings at startupclass.samaltman.com/courses/lec14/Discuss this lecture: startupclass.co/courses/how-to-start-a-startup/lectures/64043From YC...
2016-01-0646 min