Grit explores what it takes to create, build, and scale world-class organizations. It features weekly episodes highlighting the leaders who are pushing their companies to make a difference. This series is hosted by Joubin Mirzadegan, go to market operating partner at Kleiner Perkins, a venture capital firm investing in history-making founders.
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How do you win when your competitors are the biggest companies in the world? This week on Grit , Dropbox co-founder and CEO Drew Houston retraces the path from a bus-stop prototype to competing head-on with Google, Apple, and Microsoft. He explains why grit is “learning to run toward discomfort,” and the moments he realized founders keep going “for the love of the game.” Guest : Drew Houston, Co-Founder & CEO of Dropbox Chapters: 00:00 Trailer 00:52 Introduction 01:35 Towards full autonomy 1...
Even with AI, sales still comes down to human connection. This week on Grit, Dan Lee shares how Nooks automates busywork like research and dialing for thousands of sales teams, letting reps focus on the conversations that close deals. He also shares his “do more with less” approach, why cold calls still convert, and how to maximize human impact alongside AI. Guests: Dan Lee , CEO and Co-founder of Nooks and Leigh Marie Braswell , Partner at Kleiner Perkins Connect with Dan Lee: X LinkedIn Connec...
What if your tools shared context like your team does? This week on Grit, Shishir Mehrotra shares how the Coda and Grammarly collaboration unlocks context as a “superpower,” reflects on his early days at Google and YouTube, and hints at a future where tools anticipate intent and amplify how we work. He also shares how this paves the way for agent-based workflows and AI-native communication, beginning with Superhuman’s email experience. Guest: Shishir Mehrotra, co-founder of Coda and CEO of Gramm...
Ivan Zhao joins Joubin Mirzadegan on Grit to break down how the company’s minimalist design became a strategic edge in a world overwhelmed by bloated software. He shares why the AI agent still hasn’t arrived, and how Notion’s modular approach might be the closest thing to making it real. Guest: Ivan Zhao, co-founder and CEO of Notion Mentioned in this episode: Fuzzy Khosrowshahi, Airbnb, Sequoia Capital, Linear, Figma, Apple, Things, Microsoft, BMW, Lumiere, The Beatles, The Rolling Stones, Eric...
How did Tripadvisor become every traveler’s starting point? Steve Kaufer joins Joubin Mirzadegan on Grit to break down how Tripadvisor became the internet’s trusted travel companion, built on over a billion reviews and decades of trust. He also shares why early personalization fell short and how AI is finally doing what travel agents once did by understanding the traveler, but faster, smarter, and at scale. Guest : Steve Kaufer, co-founder of TripAdvisor Chapters: (00:00) Trailer (00:45) Introdu...
Guests: Garrett Lord, co-founder and CEO of Handshake; and Mamoon Hamid, partner at Kleiner Perkins. Handshake set out to democratize career opportunity. In the process, it unlocked something more: a high-trust expert network built on verified talent and earned trust. This week on Grit , Garrett Lord shares how what began as a platform for student job seekers is now partnering with leading labs, enabling experts to train real-world AI systems. He explains how owning verified domain talent has be...
Zach Perret saw a fintech explosion coming—and built the rails before it arrived. On this week’s Grit, the Plaid co-founder and CEO retraces his path from building tools for developers to linking the world’s largest banks, and how a failed $5.3B acquisition by Visa became a launchpad. He unpacks the pressure of operating in a tightly regulated industry, why rebuilding trust after the deal collapse was harder than expected, and how Plaid is navigating the shift from startup to staple—while stayin...
Six leaders from across tech — from SaaS and semis to law and logistics — come together for our 250th episode milestone in this very special AI recap, where we unpack how new advances are transforming the way industries function, and how work gets done. Featuring: • Bret Taylor (Sierra Co-founder) • Winston Weinberg (Harvey Co-founder and CEO) • Matt Murphy (Marvell Technology Chairman and CEO) • Yamini Rangan (HubSpot CEO) • Chris Urmson (Aurora CEO) • Varun Mohan (Windsurf Co-founder and CEO) ...
Daragh Murphy is giving brands their own credit-card platform—no legacy bank required. On this week’s Grit, the Imprint co-founder and CEO traces the leap from being a junior lawyer to closing nine-figure card deals. He breaks down the hidden economics of credit-card loyalty, the discipline of treating capital “like the last dollar,” and how AI will slash risk-and-support costs. Guest : Daragh Murphy, CEO & Co-Founder of Imprint Chapters: 00:00 Trailer 00:48 Introduction 01:30 Actualizing th...
Bill Staples has spent 30 years redefining how the world writes, ships, and secures code. On this week’s Grit, the GitLab CEO shares what it takes to lead a public, all-remote DevSecOps company trusted by more than half of the Fortune 100. He breaks down the discipline of managing energy instead of hours, why weekly operating cadences beat quarterly plans, and how AI will 10× software engineers by auto-debugging code and closing security gaps. Guest : Bill Staples, CEO of GitLab Chapters: 00:00 ...
What does it take to build the logistics backbone for the next generation of commerce? Sean Henry, founder and CEO of Stord, joins Kleiner Perkins partner Ilya Fushman and Grit host Joubin Mirzadegan to talk about scaling a national fulfillment network that now moves 50 million packages a year and reaches 15% of U.S. households. They explore how Stored is using AI to connect warehouses, middle-mile routes, and delivery promises into one smart system. The goal: to give every brand an Amazon Prime...
Eric Yuan turned a simple belief into Zoom, the platform that kept the world moving through a once-in-a-century shutdown and redefined modern work. On this episode of Grit, the Zoom CEO shares why velocity beats size, how a family-first ethos powered his leadership during COVID, and why the coming wave of AI dwarfs the original internet boom. He details how he’s refreshing Zoom’s culture for 7,500 people, opting for virtual deal calls over in person meetings, settling into life as an empty-neste...
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 ...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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 ...
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...
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...
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...
Winston Weinberg, CEO of Harvey, discusses transforming the legal profession with AI, emphasizing industry partnership over disruption. He and Kleiner Perkins partner Ilya Fushman delve into the challenges of scaling a high-growth AI company, the importance of delegation, and strategic prioritization. The episode highlights Harvey's unique approach to building trust, fostering internal culture, and navigating the evolving landscape of AI-driven legal services.
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...
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...
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...
