Sand Hill Road

Leah Solivan — Founders at Work by Jessica Livingston Alice Bentink — A Work in Progress by Rene Redzepi David Spreng — All Money Is Not Created Equal by David Spreng Caitlin Holloway — Creativity, Inc. by Ed Catmull Grant Lee — Seven Powers by Hamilton Helmer Vas Natarajan — Thinking in Bets by Annie Duke Alex Halliday — High Output Management by Andy Grove Andy Chen — Shoe Dog by Phil Knight PR...

Andy Chen of Outcast Ventures spent 15 years at Kleiner Perkins and Coatue studying what actually makes startups succeed — and the data surprised him. After analyzing every U.S. IPO and acquisition over $1 billion in the past two decades, Chen found that founders who didn't know each other beforehand built more valuable companies than those who did. He calls the trap the "convenient co-founder pen...

PR Yu is one of the largest solo GPs in the world — a sole decision-maker controlling hundreds of millions of dollars, with ~100 LPs heading into Fund IV who keep coming back. At Yu Galaxy, no partners means no committees, and deals can close in hours. His portfolio spans healthcare, robotics, and AI, anchored by contrarian bets like Leo Cancer Care — a hardware play Sand Hill Road largely passed...

David Spreng has spent a career in the gap between venture capital and the bank down the street. As founder of Runway Growth Capital, he writes $40 million loans to companies that are too established to be called startups and too unconventional to get a traditional bank loan. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data...

Leah Solivan built TaskRabbit from scratch during the 2008 financial crisis, scaled it into a global platform, and sold it to IKEA — then crossed the table to become an investor. What she learned on both sides: venture capital is a system, it runs on incentives, and most founders don't understand it until it's too late. Solivan talks about the hidden competition inside your investor's portfolio, w...

Summary: Jack Leeney, partner at 7GC, shares insights from his career at Morgan Stanley — where he worked on IPOs for Tesla, LinkedIn, and Facebook — to his current role investing in AI. He breaks down how IPO pricing works, why the public markets have shrunk, and why smaller IPOs still matter. He discusses key 7GC investments including Hims (telehealth), Jackpocket (digital lottery, acquired by D...

Alice Bentinck discusses how Entrepreneurs First helps someone to go from “no team, no idea” to funded company.  EF has helped create companies now collectively worth more than $10,000,000,000 and many participants go from zero to raising $2-15 million from top-tier VCs within months. Bentinck argues that capital is the easiest part of the journey, while co-founder fit, community, and early guidan...

AI may feel new to many investors, but Glasswing Ventures founder Rudina Seseri has been betting on it for  more than a decade. In this episode, she breaks down how Glasswing evaluates AI startups, why workflow and productivity are key entry points, and what founders still get wrong. Plus, her unlikely journey from a teenage immigrant to a leading AI investor. Hosted by Simplecast, an AdsWizz comp...

Adeo Ressi says his organization helps launch between 60 and 70 percent of new venture capital firms worldwide. In this episode, the Decile Group and VC Lab founder explains why starting a VC fund is far harder than most people expect, why big institutions rarely back first-time managers, and why fundraising is really a numbers-driven grind. Ressi also argues that venture capital remains concentra...

Alex Halliday made his first fortune at 15 building fan sites in the early web. Now he’s back at the center of another digital reset — helping brands survive AI-driven search. In this episode, he explains why “information gain” beats spam, why Google is under threat, and how AirOps grew from Series A to B in record time as CMOs woke up to the danger. Hosted by Simplecast, an AdsWizz company. See p...

Dr. Christina Smolke runs a brewery, except the yeast isn’t making alcohol. It’s making medicine. At Antheia, Smolke has turned a long-shot Stanford research project into a new way to manufacture critical pharmaceutical ingredients, using biology instead of traditional chemistry. The approach is already being used to produce opioid precursors for Narcan, with more drugs in the pipeline aimed at ch...

Legendary Stanford immunologist Dr. Ed Engleman helped create the foundations of modern cancer treatment. From early breakthroughs in immune-cell training to a brand-new discovery, Engleman explains how the immune system can now be switched on and off like circuitry, with implications for cancer, autoimmune disease, infections and more.   He also breaks down his role at Vivo Capital, the global li...

Scott's conversation with Freestyle Capital's Maria Palma ranges from venture capital hype cycles to ethics, engineering creativity, venture regret, and even the art of naming startups (“Cluster Fudge” stays). Palma also offers a personal take on her own journey—from GE supply chain to Harvard Business School to eventually discovering she was built for venture—all while keeping an engineer’s minds...

Gamma co-founder and CEO Grant Lee and lead series A investor Vas Natarajan of Accel are building one of the fastest-growing creative-tools startups in tech. With 70 million users, 100M ARR and just 50 employees, Gamma has become the “anti-PowerPoint”—a visual communication platform for the AI generation.  Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our coll...

TJ Rylander, general partner at N47 is exploring the next frontier of artificial intelligence: the physical world. Rylander explains how companies like Luminary Cloud are revolutionizing engineering by merging AI with physics, enabling designers to test and refine aircraft or cars virtually in days instead of months. He also shares how Skydio’s autonomous drones, once aimed at consumers, are now h...

Kanishka Narayan isn’t your typical politician. A Stanford GSB grad, he’s now the United Kingdom’s Minister for Artificial Intelligence — a job that didn’t even exist a few years ago. In this episode, Narayan talks about how Britain is using AI to drive both prosperity and dignity, why the UK just signed a “Technology Prosperity Deal” with the U.S., and how his Indian-Welsh roots and time in Silic...

Eugene Malobrodsky came to the U.S. as a teenager and went on to co-found Hotspot Shield, the VPN that became a symbol of free speech during the Arab Spring. Now he’s a venture capitalist at One Way Ventures, backing immigrant founders building the next wave of AI companies. He joins Scott McGrew to talk about risk, resilience, and what really drives innovation in Silicon Valley. Hosted by Simplec...

Startups need an interesting story.  Not just for the media, but for investors and clients.   Former CNBC reporter turned venture investor turned author Christina Farr explains what makes a great story and how being boring is the worst strategy of all. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Postman began as a side project by Abhinav Asthana and his two co-founders, and turned into the most widely adopted API collaboration platform, used by millions of developers worldwide. In this conversation, Abhinav breaks down why developer feedback matters more than early paywalls, how “just ship” beat long strategy decks, and why he’s still bullish on San Francisco. We cover raising capital wit...

Venture capitalist Katelin Holloway—founding partner at 776— unpacks the new math of sports investing. From incubating Angel City FC and LA Golf Club to why women’s sports offer the biggest upside, Holloway explains where value is created (media, sponsors, merch) and how pay equity should be built from first principles. Plus: the origin of “776,” TGL’s tech-arena gamble, and the story behind her t...

Ireland is making an aggressive play to strengthen its ties with the West Coast. IDA Ireland—the nation’s foreign investment agency—has launched a trade mission aimed at securing €250 billion (about $300 billion) in new capital and creating 75,000 jobs over the next five years. Already, a West Coast company opens or expands in Ireland every month, with Apple, Google, Anthropic, and Microsoft among...

NEA partner Aaron Jacobson joins Sand Hill Road to discuss the next wave of robotics and AI — from warehouse automation and drone manufacturing to autonomous construction and defense innovation. Jacobson explains why the future of robotics isn’t humanoids but specialized machines that perform one task perfectly. He shares insights on startups like Outrider, Built Robotics, Second Front Systems, an...

Steven Lee raised $40 million in five weeks to fund his own venture firm — with just his reputation, network, and a bet on AI. From being the last kid picked up at school to becoming one of Silicon Valley’s earliest investors in breakout companies, Lee shares his journey from his parents’ clothing store in Los Angeles, to Twitter, to launching his own fund. Hosted by Simplecast, an AdsWizz company...

Rehan Jalil has sold three companies. His fourth, Securiti AI, might be his first to go public. A decade after we first met him as the founder of Elastica, Rehan returns to explain why protecting enterprise data is the gateway to unlocking AI’s full potential—and why building companies will always be his passion. From reading market signals to redefining data security, Jalil shares what it takes t...

Kanyi Maqubela’s journey is nothing short of extraordinary—from fleeing apartheid South Africa as an infant, to living in a homeless shelter in New York City, to becoming a venture capitalist in Silicon Valley. As managing partner at Kindred Ventures, Maqubela sits at the intersection of culture, finance, and technology. In this episode, he talks with Scott McGrew about why he believes crypto has...