Over the past two decades, Bret Taylor has quietly helped shape the arc of Silicon Valley. From co-creating Google Maps to steering Facebook, Salesforce, and OpenAI, he’s been behind some of the most consequential products in tech. Now, with his new company Sierra, he’s starting from zero—again. In this conversation, Bret opens up about how founders navigate identity, why the best ideas often come from everyday friction, and how staying relentlessly focused can unlock real momentum in AI. Guest ...
Jun 02, 2025•1 hr 30 min•Ep. 245
Chris Urmson has spent the last 20 years pushing the limits of autonomous driving—first at Carnegie Mellon’s DARPA Grand Challenge team, then as co-founder of Google’s self-driving car project, now Waymo. On this week’s episode, the Aurora CEO retraces that journey—from building robot cars in the desert to leading a public company pioneering driverless trucking. He shares why autonomy was always a matter of when, not if, how he handled a high-profile departure from Waymo, and what it takes to bu...
May 26, 2025•1 hr 31 min•Ep. 244
John Chambers led Cisco through the rise of the internet—transforming it into the world’s most valuable company at its peak. On this week’s Grit , the former Cisco CEO unpacks how he scaled the business from $70M to $50B+, pioneered M&A as a growth strategy with 180 acquisitions, and built what many called the best sales force in tech. Now leading his own venture firm, Chambers shares how he’s backing the next generation of AI-native startups. Guest : John T. Chambers, Former Cisco Executive...
May 19, 2025•1 hr 27 min•Ep. 243
Matt Murphy transformed Marvell from a broad-based chip supplier into a $100B data infrastructure leader—powering the rise of AI, cloud, 5G, and custom silicon. On this week’s Grit, the Marvell CEO shares how he refocused the company’s strategy, led major acquisitions like Inphi ($10B) and Cavium ($6B), and positioned Marvell at the center of the next era of compute. He also reflects on lessons from his father, a longtime CEO, the discipline of running 90 miles a week, and how staying steady thr...
May 12, 2025•1 hr 25 min•Ep. 242
From a 350-square-foot home in South India to leading HubSpot, a $30B CRM powerhouse, Yamini Rangan’s journey is nothing short of remarkable. In this episode, Yamini shares how she’s guiding HubSpot through a post-pandemic shift toward product-led growth, the hard-won lessons behind building go-to-market alignment, and why human-centric leadership is her edge in an AI-first world. Plus, her take on why data is the new battleground in tech. Chapters: 00:00 Trailer 00:52 Introduction 02:22 Fire in...
May 05, 2025•1 hr 17 min•Ep. 241
David Rubenstein helped pioneer modern private equity—building The Carlyle Group into a $400B global investment firm from a modest D.C. office and a relentless fundraising streak. But beyond PE, his legacy spans presidential libraries, historic American artifacts, and a lifelong obsession with civic contribution. In this episode, David shares how he raised billions without a background in finance, why owning a baseball team was more than just a trophy purchase—and what building true generational...
Apr 28, 2025•1 hr 11 min•Ep. 240
Amplitude helped define the modern analytics stack, powering digital products with deep behavioral insights. But in a world shifting toward agentic interfaces and vertically integrated AI, even a category leader has to evolve. In this episode, CEO Spenser Skates shares how he’s rethinking AI within the constraints of a 13-year-old codebase, why analytics remains Amplitude’s competitive edge—and why taking the company public early was a risk worth taking. Chapters: 00:00 Trailer 00:43 Introductio...
Apr 21, 2025•1 hr 17 min•Ep. 239
Flexport was a breakout success—reimagining global trade with tech at its core. But when the freight market cooled and efficiency overtook service, things started to unravel. Founder Ryan Petersen stepped aside, handing the CEO role to former Amazon exec Dave Clark. Months later, he was back at the helm. In this episode, Ryan explains what went wrong, how he’s rebuilding Flexport—cutting $300M in costs, restoring customer focus—and why promoting from within beats chasing outside stars. He also w...
Apr 14, 2025•1 hr 43 min•Ep. 238
Guest : Pedro Franceschi Pedro Franceschi is the co-founder and CEO of Brex, a fintech company reshaping how businesses manage their finances. Originally from Brazil, Pedro went from teenage hacker to leading one of the most well-known names in modern financial technology—building a platform trusted by startups and enterprises alike. In this episode, Pedro shares what it took to launch “Brex 3.0,” why he moved to a single-CEO model, and how tough structural changes set the stage for leaner, fast...
Apr 07, 2025•1 hr 35 min•Ep. 237
Before Zscaler was a $32B cloud security giant, it was just 10 engineers—half in Bangalore, half in a borrowed U.S. office. As founder and CEO of Zscaler, Jay Chaudhry bet $50M of his own money on one radical idea: secure the internet in the cloud. Born in a Himalayan village with no electricity, he built Zscaler into one of the world’s top cybersecurity giants. In this episode, Jay breaks down why 50% of the Fortune 500 trusts Zscaler, why he still interviews candidates, and how he’s incubating...
Mar 31, 2025•57 min•Ep. 236
Guest : Zac Bookman, CEO and Co-Founder of OpenGov Thirteen years after co-founding the government transparency startup OpenGov, Zac Bookman is still finding ways to surprise people. In 2024, Cox Enterprises bought the company for $1.8 billion — but as far as Zac is concerned, “we’re just getting started.” “ I left the vast majority of my net worth in the company,” he says. “So I'm a believer. I'm all in.” The mission of powering “more effective and accountable government” has been stable since ...
Mar 24, 2025•1 hr 16 min•Ep. 235
Guest : Ben Chestnut, Former CEO and Co-Founder of Mailchimp If you find yourself selling your startup, then Mailchimp co-founder Ben Chestnut has some important advice for you: Get a dog. When Intuit bought Mailchimp in 2021 for $12 billion, the company asked Ben if he wanted to stay on as CEO, but he chose to “walk off into the sunset” and let the new owners take over. After that, he estimates it took 6 to 12 months before he stopped checking his email, social media, and calendar with the same...
Mar 17, 2025•1 hr 11 min•Ep. 234
Guest : Blake Scholl, Founder & CEO of Boom Supersonic “Passion and drive trumps knowledge and experience,” says Boom Supersonic CEO Blake Scholl. Long before he was running Boom — which earlier this year successfully tested the world’s first privately-developed supersonic jet — he was enabling “the world’s most obnoxious spam cannon” at Groupon, or designing a barcode-scanning game for retail shoppers. But eventually, Blake found the courage to be more audacious and do something closer to h...
Mar 10, 2025•1 hr 29 min•Ep. 233
Guest : George Kurian, CEO of NetApp For almost 10 years, George Kurian has been CEO of the data infrastructure firm NetApp, overseeing its pivot to cloud services. After he took the job — a surprise promotion dropped on him just days before it was announced — he had to learn on the job how the job could be. “ There are a lot more stakeholders that a CEO has to deal with than a chief product officer,” George says, referring to his previous role. “There's also a lot more external commitment ... I...
Mar 03, 2025•58 min•Ep. 232
Guests : Winston Weinberg, CEO & co-founder of Harvey; and Ilya Fushman, partner at Kleiner Perkins “If you think about pretty much any job out there in the world, we will have some sort of [AI] copilot,” says Kleiner Perkins partner Ilya Fushman. “The question is, who are the right folks to build it, and what’s their vision?” For Harvey CEO & co-founder Winston Weinberg, the vision is clear: Silicon Valley cannot and should not try to disrupt the legal profession by automating the job o...
Feb 24, 2025•1 hr 6 min•Ep. 231
Guest : Miki Kuusi, head of international at Doordash + CEO & co-founder of Wolt + co-founder of Slush tech conference Before Miki Kuusi launched the Finnish delivery startup Wolt, which DoorDash acquired in 2022, he wasn’t just another startup entrepreneur. From 2011 to 2015, Miki was the CEO of the hugely influential European tech conference Slush, which brings thousands of founders and VCs to Helsinki every winter. “You could argue that Slush was my university for things leading up to Wol...
Feb 17, 2025•1 hr 22 min•Ep. 230
Guest : Bobby Kotick, former CEO of Activision Blizzard; and Bing Gordon, Advisor at Kleiner Perkins In 2020, when President Trump signed the executive order that would ban TikTok in the U.S., Bobby Kotick called his old friend Steven Mnuchin. The former Secretary of the Treasury told him that, if TikTok’s U.S. operations were to be sold to an American company, Microsoft would be the only bidder. A couple calls later, he reached ByteDance founder and CEO Zhang Yiming, who said he’d rather sell t...
Feb 10, 2025•1 hr 52 min•Ep. 229
Guest : Nick Kokonas, co-founder of the Alinea Group and former CEO of Tock As of October 1, 2024, Nick Kokonas is no longer an owner of the Alinea restaurant group, which he co-founded and ran for almost 20 years. When he bought a vineyard in Napa Valley prior to the exit, one of his sons remarked, “He's given up. Time to go out to pasture.” Nick admits that the work ahead of him is “not the same” as the high-pressure world of a Michelin-starred restaurant in Chicago. But he’s started working w...
Feb 03, 2025•1 hr 20 min•Ep. 228
Guest : Rick Smith, CEO & Founder of Axon (formerly TASER) Being a founder-CEO is a “unique superpower,” says Axon’s Rick Smith: People like him get a longer leash from the board to try things that outside CEOs might not. “My job is to push risk into the organization,” Rick says. “If there's a project with a 50 percent chance of success, a 50 percent chance of failure, but it's going to pay 100 to 1, any finance person will tell you, you should take that bet all day long.” One of those bets ...
Jan 27, 2025•1 hr 16 min•Ep. 227
Guest : Emilie Choi, president & COO of Coinbase After the collapse of FTX in 2022, “the whole industry was tarnished,” recalls Coinbase COO Emilie Choi. “Politicians came out criticizing crypto, saying it was a fraud.” But unlike FTX, Coinbase was a public company in the U.S. So when the SEC served it a Wells notice, announcing its intent to charge the company with violating securities laws, the executive team took an unusual step: They went on the offensive, publicly calling BS on the agen...
Jan 20, 2025•1 hr•Ep. 226
Guest : Sarah Franklin, CEO of Lattice As the CEO of a growing company, Lattice’s Sarah Franklin has learned that one of her most important contributions is taking a leap of faith. “You have to have the courage to be the first one to do it,” she says,” and to show that it can be done, and to pave the way so that then your team feels trust.” Sarah cautions, though, that sometimes courage is deciding to stop and go a different direction. As agentic AI becomes more common, the people building compa...
Jan 13, 2025•1 hr 12 min•Ep. 225
Guest : David Heinemeier Hansson, CTO & co-owner of 37signals and creator of Ruby on Rails 37signals CTO David Heinemeier Hansson has organized his life around his passions: Writing, racing sports cars, and coding. “ Why aren't we all doing that?” he wonders. “Why aren't we all trying to optimize our life in such a way that much of it is enjoyable?” Part of the problem, David argues, is that it’s impossible to find a creative or productive flow inside of mainstream work culture. Open offices...
Jan 06, 2025•1 hr 34 min•Ep. 224
On this special episode of Grit, we look back at some of the coolest stories and best advice our guests have shared in 2024. Chapters: (00:49) - David Risher on his Amazon easter egg & moving on (07:02) - Jason Kilar on bouncing between relevance & irrelevance (15:13) - Eoghan McCabe on "re-founding" the company he started (22:59) - Mark Fields on battling with Trump & running to the fire (29:41) - John Hanke on intensity and balance (38:00) - Rony Abovitz on whether losing he's bitt...
Dec 30, 2024•1 hr 5 min•Ep. 223
Guest : Larry Baer, CEO of the San Francisco Giants In 1992, Larry Baer was part of the ownership group that bought the San Francisco Giants and successfully prevented the team from being moved to Tampa, Florida. Back then, they had a big problem to solve: An old, uncomfortable ballpark that voters wanted to see replaced, but didn’t want to pay for. 20 years after the construction and financial success of Candlestick Park’s replacement, Oracle Park, Baer — now the CEO of the Giants — embarked on...
Dec 23, 2024•1 hr 11 min•Ep. 222
Guest : Tony Vinciquerra, outgoing CEO of Sony Pictures Tony Vinciquerra never planned to get into the entertainment business, let alone to become one of the most powerful people in Hollywood. After seven years, he’s about to leave the CEO role at Sony Pictures (although he will stay on as chairman for one more year) and attributes much of his success to luck: “I’ve been in the right place at the right time a lot of times.” That said, he also encourages his children to proactively be curious, so...
Dec 16, 2024•1 hr 9 min•Ep. 221
Guest : Jeff Wilke, former CEO of Amazon Worldwide Consumer and chairman of Re:Build Manufacturing Jeff Wilke worked more than 20 years at Amazon, overseeing the million-person team that speedily gets packages from warehouses to doorsteps. In hindsight, he observes that Amazon Prime’s exponential growth was actually an incremental daily process. “I used to say things like, ‘If God was running this plant, whoever is your God ... they can’t violate physical laws. How well would they do?’ And then ...
Dec 09, 2024•1 hr 15 min•Ep. 220
Guest : Dan Streetman, CEO of Tanium A graduate of West Point who served in Iraq combat operations, Tanium CEO Dan Streetman can’t help but compare his business career to his military experience. Understanding huge structures and processes is a crucial skill at both Tanium and in the Army, he says, as are the skills for aligning people around a shared mission. “Before you go on an operation, you write a thing called an operations order ... [and] one of the most important things at the operations...
Dec 02, 2024•1 hr 5 min•Ep. 219
Guest : Josh Silverman, CEO of Etsy When Josh Silverman joined the board of Etsy, he had one condition: “Don’t ask me to the be the CEO.” And technically, they didn’t ask. One day, he got a phone call informing him the board had elected him as the new CEO, just days before an earnings miss. He knew the odds were against him — layoffs would be necessary, and “I was going to have to be the villain” — but decided to say yes out of a sense of duty to Etsy’s users and workers. “If I can be helpful, I...
Nov 25, 2024•1 hr 10 min•Ep. 218
Guests : Varun Mohan, CEO & Co-Founder of Codeium; and Leigh Marie Braswell, partner at Kleiner Perkins “A lot of people are really bad at knowing what good is,” says Codeium CEO Varun Mohan. Specifically, he’s thinking of startups that hire based on a “logo” — a well-known company on the résumé — rather than exceptional talent. Codeium is based in Mountain View, CA, and Varun believes that it’s incumbent on any new startup to hire in the San Francisco Bay Area, because of how exceptional ta...
Nov 18, 2024•1 hr 1 min•Ep. 217
Guest : Sal Khan, founder of Khan Academy AI is poised to change nearly every business, but few are changing as quickly as education. And Sal Khan, who has spend more than a decade manually creating more than 7,000 educational videos, says that’s a good thing. He’s encouraged Khan Academy to focus on “disrupt[ing] ourselves ... more than almost any other organization that I know of.” The reason is backed up by the data: Personalized tutors — designed to help students achieve mastery in a subject...
Nov 11, 2024•47 min•Ep. 216
