Something Ventured -- Silicon Valley Podcast

Kent Lindstrom
  • 4.6 (28)
  • Entrepreneurship

Silicon Valley insider Kent Lindstrom explores the reality behind the Silicon Valley headlines as he sits down with the established venture capital and founder veterans and up-and-comers who are shaping the way we view the world online and beyond. Conversations include prominent venture capitalists and famous startup founders. Current hot topics: The state of the venture capital industry, AI startups, artificial general intelligence, venture capital investing in AI, and the societal risks of AI adoption and the emergence of AGI. Explore how venture capital is fueling the AI revolution, through inside conversations with insights from top VCs & founders.

  1. Mark Suster of Upfront Ventures: Los Angeles' VC Powerhouse on Why LA is Dominating Space, Hard Tech, and National Defense

    1d ago ·  Video

    Mark Suster of Upfront Ventures: Los Angeles' VC Powerhouse on Why LA is Dominating Space, Hard Tech, and National Defense

    In this episode of Something Ventured, Kent Lindstrom sits down with Mark Suster, Managing Partner at Upfront Ventures and one of Los Angeles' most prominent venture capitalists. Mark shares his unconventional journey from early computer programming in the 1980s, building and selling software companies, to becoming a VC — including the surprising challenges of the transition and why he created Launch Pad LA to stay connected to founders. The conversation explores the fundamental differences between being a founder and a venture capitalist, particularly the emotional "amplitude" of highs and lows, crisis frequency, and the long-term nature of measuring success in VC. Mark also dives deep into why Los Angeles has become a major hub for hard tech, aerospace, space, national defense, maritime innovation, and next-generation energy solutions (including nuclear applications on ships and in space). He makes a compelling case for LA's strengths in manufacturing, trade, and deep tech versus Silicon Valley's dominance in software and AI. Additional highlights include Mark's thoughts on nonconformity in investing, returning capital to LPs, the importance of government relations for startups, and his optimistic view of LA's future despite recent challenges. A thoughtful, wide-ranging discussion full of historical context, contrarian insights, and forward-looking vision on American innovation and resilience. Books Mark mentions in this podcast:   Miller, Chris. Chip War: The Fight for the World's Most Critical Technology. Scribner, 2022.   Herman, Arthur. Freedom's Forge: How American Business Produced Victory in World War II. Random House, 2012. Mark Suster: Upfront Ventures. |  LInkedIn | X  Thoughts? Drop a comment.

    44 min

  2. May 11

    Uncork Capital's Andy McLoughlin: Silicon Valley's British Invasion and Building a Great Seed-Stage Venture Firm

    Andy McLoughlin is Managing Partner at Uncork Capital (formerly SoftTech VC). We discuss Andy's journey from co-founding Huddle -- racking servers in the Docklands and building their own payment system before Stripe -- to Silicon Valley. He was an early angel investor in companies like Postmates, eventually joining Jeff Clavier's venture firm SoftTech, now Uncork Capital. We dive into the golden era of "super angels," collaborative seed rounds, and famous near-misses like Uber and Twilio. Other topics include how seed funds like Uncork stay relevant in a world dominated by mega-funds, why specialized early-stage investors often serve founders better than big brand names, and how to find those non-obvious deals before they become consensus. Andy also shares what it felt like to step away from operating a company, the power of "knowing thyself," and how he's helping build Uncork into a firm that stays sharp through founder empathy and relentless context-switching. We also cover: The story behind Founders Pledge and giving back The British "GBx" network in Silicon Valley San Francisco's turnaround, tech getting political, and why local government actually matters The AI revolution — why everything feels like an AI company right now, what's overhyped, and why we're still in the very earliest innings Uncork Capital Something Ventured

    56 min

  3. Jan 18

    Will a "Billionaires Tax" Destroy California?

    In this episode of Something Ventured I dive into the explosive controversy shaking Silicon Valley: California's proposed one-time 5% "Billionaires Tax" ballot initiative. Filed by the powerful healthcare workers union SEIU-UHW, the measure would impose a retroactive 5% levy on the net worth of individuals worth $1 billion or more (as of January 1, 2026), aiming to raise around $100 billion to shore up the state's healthcare system and support education amid looming federal funding cuts. I break down why this has sparked panic among the ultra-wealthy — including Google co-founders Larry Page and Sergey Brin, who have already moved business entities out of state (along with others like David Sacks) — potentially costing California trillions in departing wealth and innovation. I explain key concerns: The tax applies to unrealized gains and even control/voting shares in companies (which could hit founders like Page and Brin far harder than a simple 5% of their personal stock holdings).  Fears that a "one-time" tax on billionaires could expand into an ongoing wealth tax affecting the middle class (just like the federal income tax did). How deceptive ballot naming, union funding power, and shifting political winds (including support from Rep. Ro Khanna) make passage seem scarily plausible — despite opposition from Gov. Gavin Newsom. I also also consider the value billionaires create (think iPhones, Amazon deliveries, and massive charitable giving), highlight how the top 1% already pay a huge share of California's taxes, and contemplate stifled innovation, capital flight, and long-term damage to the state's economy. From ghost-town fears for Silicon Valley to broader debates on wealth, fairness, and government overreach — this is the inside story straight from the heart of tech. Stay tuned for more unfiltered takes on what's really happening in Silicon Valley and beyond.

    20 min

  4. 12/17/2025

    HotelTonight Founder: How Sam Shank Built & Sold a $400M Travel App (And What He's Building Next)

    In this episode of the Something Ventured podcast, I talk with Sam Shank, the founder of HotelTonight—the groundbreaking last-minute hotel booking app that was acquired by Airbnb in a deal reportedly valued at nearly half a billion dollars. Sam takes us on an incredible journey: from his early days in Hollywood as a production assistant on Wes Craven's iconic horror film Scream (yes, he has an IMDb credit!), to pivoting to tech during the dot-com boom, surviving the crash, and founding multiple startups in the brutal travel space.  After two tough swings that taught him invaluable lessons about product-market fit, distribution, and avoiding incremental ideas, Sam spotted a massive opportunity in mobile same-day hotel bookings. Sam shares how HotelTonight cracked the App Store rankings, turned perishable hotel inventory into gold, and ultimately became a perfect strategic fit for Airbnb. Now, Sam is back at it with his new venture in wildfire insurance—using cutting-edge science and AI to make high-risk homes insurable and literally save lives. We also dive into Sam's reflections on Silicon Valley's evolution, the future of AI in travel distribution, self-driving cars, and why building things still excites him after all these years. Hopefully you'll find it a candid, inspiring conversation with a resilient founder who proves that great outcomes often come on the third try. Timestamps 00:00 – Intro & How Kent Met Sam 03:29 – From Hollywood (Scream) to Silicon Valley 09:41 – Early Startups & Lessons from Failure 19:35 – The HotelTonight Origin Story 27:18 – The Airbnb Acquisition 29:52 – New Venture: Wildfire Insurance with Science & AI 38:48 – Silicon Valley Then vs. Now + AI's Impact Something Ventured Podcast 8-Bit Capital

    47 min

  5. 11/11/2025

    Lee Edwards of Root VC: "Let's get Technical!" -- An Engineer Becomes a VC

    Lee Edwards is a General Partner at Root VC, a San Francisco-based deep tech seed fund. They recently raised their 4th fund of $190 million.  But before he became a venture capitalist, Lee was an engineer.  He was most recently CTO at Teespring. Previously, Lee was a mechanical engineer at iRobot, a software engineer at Pivotal Labs, Lead Engineer at SideTour (acquired by Groupon in 2013), and engineering manager for GrouponLive. He graduated from Olin College of Engineering with a degree in Systems Engineering.  So not the type of person you'd expect to become a venture capitalist. In this episode he talks about unconventional leap from hands-on engineering at Pivotal Labs and Teespring to the high-stakes world of seed-stage investing in devtools, AI, and hard tech.  We discuss – it gets a bit technical -- the magic of pair programming (and why it's the ultimate anti-slacking hack), the ADHD-fueled superpowers of VC life, and Lee's early days tinkering with QBASIC on a Gateway 2000.  We also cover AI's overhyped (yet underappreciated) revolution, the wild west of Web3 engineering, and why San Francisco remains the epicenter for autonomous dreamers (shoutout to Waymo dodging NIMBY drama).  Plus, we take on fake "AI-native" posers, the next Bill Gates hacking LLMs in their basement, and why technical VCs are the real unicorn hunters. An AI suggested I end the description of the podcast with "Whether you're a builder, investor, or just love origin stories that skip the Ivy League script, Lee's chill vibe and sharp takes make this a must-listen. Tune in for laughs, lore, and lessons on staying hands-dirty in tech."  AI has a way to go. Oh – we also discuss the perennial favorite question around AI: Will we have to blow up the data centers? Root.vc 8-Bit Capital Lee Edwards on X Kent Lindstrom on X

    1 hr

  6. 10/13/2025

    1517 Fund: The Maverick VC Betting on Teens to Outbuild Ivy Leaguers

    In this episode of the Something Ventured podcast, I spend time with Danielle Strachman and Michael Gibson, the people behind 1517 Fund.  1517 is a venture capital firm that defies Silicon Valley's fixation on elite credentials from Stanford, Harvard and the like. Their paths to venture capital are anything but typical. Danielle shares how her 20 years in alternative education, from founding a tutoring company to launching a San Diego charter school rooted in homeschooling principles, shaped her belief in lifelong learning for all. Michael, a former philosophy PhD 'dropout', recounts how he joined Peter Thiel's orbit through the Seasteading Institute and helped launch the Thiel Fellowship, which famously paid young innovators to skip college. Together, they explain how their time at the Thiel Foundation inspired the 1517 Fund—named after Martin Luther's 1517 theses, a nod to challenging modern "indulgences" like college diplomas. We unpack the flaws in traditional education, from the "higher education bubble" and soaring tuition costs to the growing acceptance of gap years and autodidacts. Danielle and Michael discuss how 1517 Fund bets on non-degreed, often teenage founders tackling ambitious tech challenges, with standout investments like Luminar (autonomous driving sensors that IPO'd in 2020), Lambda Labs (now a GPU cloud computing leader), and Positron (AI inference chips). Michael also explains the title of his book Paper Belt on Fire, a critique of failing institutions—from universities to banks—that rely on outdated "paper" authentication. We wrap up by exploring AI's game-changing potential, especially for young founders pushing the frontiers of knowledge. 1517 Fund 8-Bit Capital Danielle on X Michael on X Kent on X

    56 min

  7. 09/04/2025

    Frank Rotman: The Midas List Veteran on Building Fintech Empires at Capital One and QED Investors

    In this episode I talk with Frank Rotman, Founding Partner and Chief Investment Officer of QED Investors, a leading fintech-focused venture capital firm managing $4.3 billion that has backed over 200 companies. A seven-time Forbes Midas List honoree, Frank shares his remarkable journey—from shaping Capital One's groundbreaking, data-driven strategy during his 13 years there, to co-founding QED Investors, which has since become a global powerhouse in the fintech ecosystem. Frank is also a widely respected thought leader—you may know him as @fintechjunkie on X—where his essays and insights on startups, investing, and market cycles reach tens of thousands. In this conversation, he reflects on lessons from three decades in finance and venture capital, his philosophy on backing founders, and where he sees fintech heading next. Fintech Junkie Something Ventured 8-Bit Capital

    51 min

  8. 07/19/2025

    Eric Ries: The Lean Startup Revolution in an AI-Driven World

    Eric Ries, entrepreneur and author of the bestselling book "The Lean Startup," ignited a movement that reshaped how founders and corporations build and scale businesses worldwide.  Drawing from his experiences in Silicon Valley startups, Ries introduced a methodology centered on rapid experimentation and iterative development that encouraged entrepreneurs to create minimum viable products (MVPs), test assumptions with real customers, and pivot quickly to maximize success.  He is host of The Eric Ries Show where he discusses with founders and business leaders how to build profitable companies for the long-term benefit of society. In this episode we discuss: •    Origins and Rise of the Lean Startup Movement •    Misconceptions and Applications of Lean Startup Principles •    Expansion to Corporations and Broader Contexts •    Founder Well-Being, Business Philosophy, and Governance •    AI Developments, Risks, and Eric's Current Projects And, of course, much more! The Eric Ries Show  Something Ventured

    56 min
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4.6
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28 Ratings

About

Silicon Valley insider Kent Lindstrom explores the reality behind the Silicon Valley headlines as he sits down with the established venture capital and founder veterans and up-and-comers who are shaping the way we view the world online and beyond. Conversations include prominent venture capitalists and famous startup founders. Current hot topics: The state of the venture capital industry, AI startups, artificial general intelligence, venture capital investing in AI, and the societal risks of AI adoption and the emergence of AGI. Explore how venture capital is fueling the AI revolution, through inside conversations with insights from top VCs & founders.

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