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 ...
May 11, 2026•56 min
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...
Jan 18, 2026•20 min
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 ...
Dec 17, 2025•47 min
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 Syste...
Nov 11, 2025•1 hr
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 ...
Oct 13, 2025•56 min
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 ...
Sep 04, 2025•51 min
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 R...
Jul 19, 2025•56 min
Kobie Fuller is a partner at Upfront Ventures. He came to the firm after investing at Accel and leading marketing efforts at EVOLVE, the large global fashion ecommerce platform. Highlights from our conversation. -- we covered a lot of ground, so this is just a small part: Kobie's Athletic Background and Vision for Track and Field: Kobie, a former track and field athlete who competed in the 400m and 200m, believes the sport deserves greater mainstream attention due to its purity and universal acc...
May 07, 2025•44 min
David Anderman is co-founder and General Partner of Stellar Ventures, a venture capital firm focused on early-stage space technology startups. He spent 16 years at Lucasfilm Ltd., creator of the Star Wars franchise. As Chief Operating Officer and General Counsel, he notably negotiated Lucasfilm's $4 billion sale to Disney in 2012. Moving from imagined space to real space: David became General Counsel at SpaceX, where he played a key role in landmark projects like the launch of Starlink and the f...
Mar 28, 2025•59 min
Cyan Banister of Long Journey Ventures is truly one of the most successful and interesting early stage venture investors. And by 'successful investor', I mean "invested early in Uber and SpaceX" kind of successful. She overcame a challenging childhood that included periods of homelessness (a surprisingly uplifting story, covered deeply in Tim Ferriss' interview with Cyan). Here we discuss Cyan's journey from these early struggles to becoming a prominent figure in Silicon Valley . Along the way s...
Feb 20, 2025•1 hr 6 min
Roger Ehrenberg's career spans three remarkable acts, each of which would be impressive on its own. He founded IA Ventures, a seed-stage venture capital firm, in 2010. IA Ventures invested in numerous successful startups, including Datadog, Digital Ocean, The Trade Desk, and Wise. His work with IA Ventures has earned him recognition as a three-time winner of the "Midas Award" – the coveted ranking of venture capitalists by Forbes. Before founding IA Ventures, Roger spent 17 years on Wall Street ...
Jan 26, 2025•58 min
Mark Scianna, the founder of venture firm "Forward Deployed," which targets sectors like Defense, Energy, and A.I., was spotlighted as a 'top emerging manager' in 2022. Starting his journey as an engineer and an early investor at Palantir, Scianna offers an insider's perspective in this episode, unraveling the enigma of Palantir's inception and meteoric rise. Scianna delves into what makes Palantir so unique, shedding light on how its unconventional management style has been a cornerstone of its...
Jan 08, 2025•1 hr
Winter Mead is the author of How to Raise a Venture Capital Fund: The Essential Guide on Fundraising and Understanding Limited Partners. He is also founder of Coolwater Capital, a new model that helps launch, build, and scale emerging fund managers While there are a lot of investors (known in the parlance as "LPs"), and certainly a lot of funds – the set of people who sit at the intersection of these two is much smaller. So Winter has an unusual perspective and point of view to share. Winter sha...
Nov 08, 2024•57 min
Max Altman and Ben Braverman were both pretty close to Silicon Valley royalty before they started Saga Ventures. Max had built Alt Capital with his brothers Sam and Jack. Ben had helped Ryan Peterson build Flexport as its Chief Revenue Officer. Recently, they came together with a third partner (Thomson Nguyen, who does not appear in this episode) to form Saga Ventures. In this episode, Max and Ben talk about building their new fund, discussing its structure, goals, and the nature of VC partnersh...
Oct 14, 2024•48 min
If you don't already know about Alexis Gay, you're about to. Alexis is the creator and star of her solo comedy show, "Unprofessional". Recently, her show was a hit at the world-renowned Edinburgh Fringe Festival, and she's now touring the show for audiences across the United States. Alexis previously worked in the tech industry running Business Operations and Creator Partnerships at Patreon. Outside of work, she started creating videos featuring dead-on takes on tech culture -- and everyday life...
Oct 02, 2024•55 min
In this episode of Something Ventured , I talk to Adeyemi "Ade" Ajao, co-founder of Base10 Partners, one of the largest Black-led venture capital firms in the world. Ade shares his journey from growing up in Nigeria and Spain to building multiple successful companies, including Tuenti, which was sold to Telefonica. He also discusses his transition into venture capital, his mission to empower underrepresented founders, and the impact of Base10's Advancement Initiative, which partners with top uni...
Sep 17, 2024•34 min
Nick Sturiale reflects on a career working in venture capital, in which he invested early in companies such as Splunk, Bill.com, and Reputation.com. Nick shares insights from his extensive career, which spans roles at Ignition Partners, Icon Ventures, Seven Rosen Funds, and the Carlyle Group, among others. He reflects on the evolution of the venture capital landscape, the challenges of finding product-market fit, and the critical role of timing and luck in a startup's success. Nick also delves i...
Aug 09, 2024•43 min
Eric Paley is a General Partner at Founder Collective, one of the great seed-stage venture capital brands - and one of the relatively few venture firms led by startup founders. As the name suggests, Founder Collective is a "founder stage" venture capital fund that focuses on providing the first professional round of capital to "entrepreneurs with compelling business concepts". Eric himself also founded several companies before becoming a VC. Founder Collective's investments include: Coupang, Cru...
Jul 15, 2024•51 min
Homebrew is one of the great venture firm names. It hearkens back to the 1970s era computer hobbyist group that included people like Steve Jobs. Hunter Walk and Satya Patel are the partners who founded and built Homebrew (the venture capital firm). Nevertheless, if you say "Hunter and Satya" in Silicon Valley, people will know exactly who you are talking about. Hunter Walk came to homebrew with experience as a product leader at YouTube and Google. Meanwhile, Satya Patel's background was as a sea...
Mar 15, 2024•56 min
Nolan Bushnell's career is extraordinary. Nolan has ignited two entertainment revolutions: first with Atari, birthing the video game industry through classics like Pong, and later with Chuck E. Cheese, merging pizza and arcade games for family fun. A serial entrepreneur, he's founded over 20 companies, venturing into robotics, personal computers, and beyond, forever changing the landscape of leisure and inspiration. Nolan has turned his thoughts to the state of education in the US and has teamed...
Dec 23, 2023•46 min
Richard Socher is a visionary computer scientist, entrepreneur, and AI researcher who has dedicated his career to pushing the boundaries of what's possible in AI. With a Ph.D. from Stanford University, Richard's groundbreaking work in deep learning, neural networks, and NLP has paved the way for remarkable advances in AI applications. It may seem like everyone is an AI expert these days: Richard Socher really is. Richarrd is founder of the AI-focused venture firm AIX, and founder of the AI-power...
Oct 10, 2023•47 min
What are the odds that 4 friends can start a VC firm, and still be firing on all cylinders years later? Hadley Harris, one of Eniac Ventures' 4 co-founders has the answer. Before co-founding Eniac, Hadley was as a developer and engineering team lead at Pegasystems, and later took on roles as a product manager at Microsoft and strategist at Samsung. His time at Microsoft and Samsung taught Hadley one thing: Big companies were not for him. So, Hadley joined a couple of talented AI founders out of ...
Sep 15, 2023•46 min
Samir Kaji is the founder behind Allocate, a pioneering platform in the venture capital space. Samir has established himself as a key connector between venture capital firms and the "LPs" (Limited Partners) who invest in them. He is building Allocate to leverage his experience into a platform. After observing inefficiencies in the venture capital market – between venture firms and the LPs that fund them – he was inspired to create Allocate. Allocate is described as "a game-changing solution that...
Sep 06, 2023•49 min
Darian Shirazi is a general partner at Gradient Ventures, Google's AI fund. Gradient Ventures invests in companies that are "developing AI technologies that have the potential to make a significant impact on the world". Darian is a serial entrepreneur and investor. He co-founded and served as CEO of Radius, a leading customer data platform, for over 7 years. Under his leadership, the company grew to over 100 employees, raised over $100 million in venture capital, and served dozens of Fortune 500...
Aug 21, 2023•46 min
Anthony Soohoo is a Venture Advisor at AI Fund. It is a role he took on after building a company (Dot & Bo) that was acquired. He went from buidling his own company to becoming a leader at -- Walmart. . In fact, Anthony became the head of Wal-Mart's Home Division. It's the largest US retailer for home goods, and one of six business units at Wal-Mart. Anthony discusses what it's like going from a startup to operating at the scale of, essentially, a Fortune 500 CEO. Anthony also begins the "AI...
Jul 24, 2023•51 min
Nnamdi Okike is rapidly becoming a prominent figure in the venture capital industry. He is the co-founder of 645 Ventures, along with his partner Aaron Holiday. Recently, 645 Ventures successfully raised its fourth fund, of about $350 million. Nnamdi's background includes an education at Harvard, membership on the prestigious NVCA board (with former Something Ventured Guest Charles Hudson serving as the chair), and time at Insight Partners. We discuss Nnamdi's path to finding a partner and estab...
Jun 07, 2023•46 min
David Z. Morris is part of the Coindesk reporting team that was critical in bringing to light the (apparently) massive fraud at FTX, the now bankrupt cryptocurrency exchange. FTX Trading Ltd., commonly known as FTX, abruptly collapsed in 2022, after having grown to become the world's third largest crypto exchange with over a million users. While still unfolding, the FTX story so far has more layers, complexities and characters than a spy novel. David provides a thoughtful, nuanced explanation of...
Jan 06, 2023•45 min
It is not a stretch to call Elad Gil one of Silicon Valley's best investors. In a world where one big hit can make a venture capitalists' career, Elad has invested in…Well, here's a partial list Airbnb, Airtable, Anduril, Brex, Checkr, Coinbase, Deel, Figma, Flexport, Gitlab, Gusto, Instacart, Notion, Opendoor, PagerDuty, Pinterest, Retool, Rippling, Samsara, Square, Stripe, TripActions, Wish. It seems almost impossible. But there it is. Elad's career includes working at Google, founding a compa...
Dec 14, 2022•50 min
There are a few – very few –non-traditional paths into venture capital. Adrian Fenty may have one of the most unusual ones. Adrian was the Mayor of Washington D.C., winning that post at the age of 35 (making him Washington D.C.'s youngest mayor ever). In this episode we discuss his path to becoming mayor of a major city and his refreshing style for governing in that office. But being mayor of a major US city was just the beginning. Adrian became a special advisor to the venture firm Andreessen H...
Oct 26, 2022•43 min
Michelle Tandler is an entrepreneur – she founded "Growth Path", a provider of audio courses for professional development. Her goal is to teach soft skills and management at scale. She previously worked at tech firms Thumbtack and Yammer, as well as the venture capital firm Trinity. In this episode we discuss her entrepreneurial journey, in which she gives us a pretty candid look at the highs and lows of being an entrepreneur. Michelle has also become a (fairly popular) voice of reason concernin...
Aug 11, 2022•1 hr 3 min
