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Kleiner Perkins

Grit

A Business and Technology podcast

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About the show

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.

Newest episodes

The Difference Between 1% Improvements and 10x Growth | Immad Akhund

1 hr 5 min

Why do companies keep optimizing what works instead of building what's next? Immad Akhund is on his fourth startup, building Mercury beyond its core banking business. He explains why the next big opportunity may be worth more than another 1% improvement, how Mercury makes room for new ideas, and why founders should enjoy the process of building. Guest: Immad Akhund, co-founder and CEO, Mercury Connect with Immad:  XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow Grit on: LinkedInX​Learn more about Kleiner Perkins

The 20-Year Bet to Make Fusion Energy Work | Jeff Lawson

1 hr 7 min

“Don’t go public without understanding your go-to-market.” Jeff Lawson reflects on Twilio’s go-to-market mistakes, including how the company generated hundreds of millions in revenue with just 7 sales reps. He also shares how AI is changing the economics of software and why he’s betting on fusion energy instead of entering the AI startup race. Guest: Jeff Lawson, co-founder and former CEO of Twilio, and co-founder and CEO of Inertia Connect with Jeff Lawson: XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

How Vercel Is Rethinking Go-to-Market With AI | COO Jeanne Grosser

1 hr 3 min

At Vercel, 91% of support volume is already resolved by an agent. After spending a decade at Google and another at Stripe, Jeanne Grosser shares how AI is changing the way Vercel goes to market. She also talks about the founder relationship as a “professional marriage,” what she looks for in a company she can stay at for a decade, and why she believes every pixel on the internet could eventually be built on Vercel. Guest: Jeanne Grosser, COO of Vercel Connect with Jeanne Grosser:  XLinkedInConnect with Joubin:  XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

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The newest 50 of 298 episodes

The Difference Between 1% Improvements and 10x Growth | Immad Akhund

1 hr 5 min

Why do companies keep optimizing what works instead of building what's next? Immad Akhund is on his fourth startup, building Mercury beyond its core banking business. He explains why the next big opportunity may be worth more than another 1% improvement, how Mercury makes room for new ideas, and why founders should enjoy the process of building. Guest: Immad Akhund, co-founder and CEO, Mercury Connect with Immad:  XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow Grit on: LinkedInX​Learn more about Kleiner Perkins

The 20-Year Bet to Make Fusion Energy Work | Jeff Lawson

1 hr 7 min

“Don’t go public without understanding your go-to-market.” Jeff Lawson reflects on Twilio’s go-to-market mistakes, including how the company generated hundreds of millions in revenue with just 7 sales reps. He also shares how AI is changing the economics of software and why he’s betting on fusion energy instead of entering the AI startup race. Guest: Jeff Lawson, co-founder and former CEO of Twilio, and co-founder and CEO of Inertia Connect with Jeff Lawson: XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

How Vercel Is Rethinking Go-to-Market With AI | COO Jeanne Grosser

1 hr 3 min

At Vercel, 91% of support volume is already resolved by an agent. After spending a decade at Google and another at Stripe, Jeanne Grosser shares how AI is changing the way Vercel goes to market. She also talks about the founder relationship as a “professional marriage,” what she looks for in a company she can stay at for a decade, and why she believes every pixel on the internet could eventually be built on Vercel. Guest: Jeanne Grosser, COO of Vercel Connect with Jeanne Grosser:  XLinkedInConnect with Joubin:  XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

Inside the AI Startup Making Customer Support 65% Cheaper

1 hr 6 min

How do you keep up when you go from 50 to 500 employees in a year? Jesse Zhang shares how Decagon scaled that quickly, from hiring ahead of demand to keeping the company connected as the team grows. He also explains why the zero-to-one phase is so different from scaling, and how Decagon found its way out of the idea maze in just three weeks. Guest: Jesse Zhang, Co-founder and CEO, Decagon Connect with Jesse Zhang XLinkedIn  Connect with Joubin: XLinkedIn Email: grit@kleinerperkins.com Follow Grit on  LinkedInX ​Learn more about Kleiner Perkins

The AI Race Has a Leaderboard | Arena CEO Anastasios Angelopoulos

1 hr 0 min

AI could be bigger than electricity. Anastasios Angelopoulos is seeing that shift firsthand, with Arena ranking 500+ models and tracking roughly 10 new releases every week. On Grit, he explains why there may never be one dominant AI model and why the API layer may be less sticky than people think. Guest: Anastasios Angelopoulos, Co-Founder and CEO of Arena Connect with Anastasios Angelopoulos XLinkedIn  Connect with Mamoon XLinkedIn Connect with Joubin: XLinkedIn Email: grit@kleinerperkins.com Follow Grit:  LinkedInX ​Learn more about Kleiner Perkins

Data Centers in Orbit by 2028: Baiju Bhatt on His Plans After Robinhood

1 hr 12 min

What kind of founder walks away from a multi-billion-dollar fintech company to start building rockets? Baiju Bhatt, co-founder of Robinhood, joins Joubin Mirzadegan to talk about life after one of the most consequential companies in modern finance, and why he's now betting on Cowboy Space Corporation, an orbital infrastructure company building AI data centers that ride to space inside its own rockets. "I still have that dog in me," he says. Baiju opens up about building alone for the first time in 15 years and what he learned about product-market fit while scaling Robinhood through its most chaotic years. Connect with Baiju: XLinkedInConnect with Joubin: XLinkedIn​Email: grit@kleinerperkins.com Follow Grit on  LinkedInX​Learn more about Kleiner Perkins

Booking.com CEO on AI and the Future of Travel

50 min

"Our mission is to make it easier for everybody to experience the world." From the dot-com crash to AI, Glenn Fogel has spent nearly three decades helping Booking Holdings evolve through every major technology shift while staying true to that mission. He also shares with Joubin Mirzadegan why "you're always selling," and how Booking is using AI to amplify what every employee can accomplish. Guest: Glenn Fogel, CEO of Booking Holdings Connect with Glenn LinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow Grit LinkedInX​Learn more about Kleiner Perkins

Ex-Twitter CEO on Why AI Needs a New Internet | Parag Agrawal

1 hr 1 min

"The answer to every problem is a model." Parag Agrawal shares the ideas behind Parallel: products that continuously learn, and teams designed around versatile problem solvers. He also shares why he built an AI agent for himself, and why AI's biggest opportunity is expanding what people can achieve. Guest: Parag Agrawal, founder and CEO of Parallel, and former CEO of Twitter Connect with Parag XLinkedInConnect with Mamoon XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

The Sales Framework Every Founder Needs | Mark Roberge

1 hr 22 min

"There's 20 fires going on at every moment in the office and you have enough water to put out four." Mark Roberge shares what it takes to build and scale a company, from finding product-market fit to knowing when it's time to grow. He also shares the framework behind his new book, The Science of Selling, and why founders should scale based on their own data, not another company's success. Guest: Mark Roberge, Founding CRO of HubSpot, HBS Professor, and Co-Founder at Stage 2 Capital Connect with Mark:  XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

Airwallex's Jack Zhang on Fintech, Failure, and Growth

1 hr 11 min

In 2020, Airwallex lost nearly half its revenue overnight. Today it's worth $11 billion. Jack Zhang reflects on the decisions that kept the company alive, raising capital during uncertainty, and leading through its toughest chapter. This episode is a candid look at why Jack chose to keep building, even when a $1.2 billion acquisition was on the table. Guest: Jack Zhang, founder and CEO, Airwallex Connect with Jack Zhang XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comFollow Grit on:  LinkedInX​Learn more about Kleiner Perkins

Why 80% of the Fortune 100 Chose Qualtrics | Ryan Smith

1 hr 12 min

AI may change software overnight, but company building still takes time. Ryan Smith explains why, despite the pace of AI, “the race is going to be way longer than anyone thinks.” He reflects on Qualtrics surviving multiple market cycles and ultimately being acquired by SAP for $8 billion days before going public. Guest: Ryan Smith, co-founder Qualtrics Connect with Ryan Smith XLinkedIn Connect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow Grit:  LinkedInX ​Learn more about Kleiner Perkins

What It Takes to Build Software for 171,000+ Restaurants | Aman Narang

1 hr 17 min

Great software companies often come from understanding pain points at a very deep level. On Grit, Aman Narang shares how Toast built trust with 171,000+ restaurant operators by helping restaurants manage everything from payments and online orders to staff scheduling and daily operations. He also reflects on lessons around product-market fit and scaling a company before it’s fully ready. Guest: Aman Narang, co-founder and CEO, Toast Connect with Aman Narang LinkedIn Connect with Toast LinkedInInstagramX Connect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow on LinkedInFollow on X ​Learn more about Kleiner Perkins

What It Takes to Build a Generational Company | Anduril’s Trae Stephens

56 min

Founder quality becomes more important as startups become easier to build. Trae Stephens, co-founder of Anduril and partner at Founders Fund, has spent years backing founders with strong conviction, including most recently at Roadrunner. He shares why too much capital too early can hurt startups, and why the best companies are built by teams with complementary strengths. Guest: Trae Stephens, co-founder, Anduril and Partner, Founders Fund Connect with Trae Stephens XLinkedIn Connect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow Grit on LinkedIn Follow Grit on X ​Learn more about Kleiner Perkins

How AIG Is Reinventing Insurance With AI | Peter Zaffino

56 min

What does it take to run a company where the business is risk itself? In conversation with Joubin Mirzadegan, Peter Zaffino shares what the role demands at AIG, including high stakes decisions, constant responsibility, and sacrifice. This episode looks at his journey as CEO ahead of his transition to Executive Chairman this June. Leading at a global scale across 200+ countries. Guest: Peter Zaffino Connect with Peter Zaffino LinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comFollow on LinkedInFollow on X ​Learn more about Kleiner Perkins

From Airbnb to Linear: How Karri Saarinen Redefined Product Design

1 hr 17 min

In a market that hadn’t changed in decades, Linear didn’t win by being faster. They won by being more thoughtful. Karri Saarinen helped shape design at Airbnb and Coinbase before building Linear around small teams and high standards. On Grit, he shares how Linear is building for a new era of software development. Guest: Karri Saarinen, co-founder and CEO of Linear Connect with Karri Saarinen XLinkedIn Connect with Josh Coyne: XLinkedIn Connect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow on LinkedIn Follow on X ​Learn more about Kleiner Perkins

How Kevin Mandia Built the Most Trusted Name in Cybersecurity

1 hr 2 min

What does security look like when attackers use AI better than you do? Armadin recently raised $200M to build for the “attacker of the future,” where attacks are autonomous and harder to contain. On the Kleiner Perkins Grit podcast, Kevin Mandia joins Joubin Mirzadegan to share how he’s thinking about this shift, why cybersecurity has always been a calling, and why customer trust is what ultimately compounds into market leadership. Guest: Kevin Mandia, Founder and CEO, Armadin Connect with Kevin MandiaLinkedIn: https://www.linkedin.com/in/kevin-mandia-0a07173/ Connect with Josh Coyne: XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.com Follow on LinkedInFollow on X​Learn more about Kleiner Perkins

The Silicon Valley Insider In The Pentagon | DoW Emil Michael

40 min

Emil Michael went from scaling Uber across 600 cities to rewiring the world's largest military. In the midst of the Pentagon-Silicon Valley debate, the now U.S. Under Secretary of Defense for Research and Engineering opens up about what a real partnership demands from both sides. He also shares how he's built three new entry points for defense tech companies, and why America's military is called the "Department of War" again. Guest: Emil Michael, U.S. Under Secretary of Defense for Research and Engineering Connect with Emil Michael XLinkedIn Connect with Joubin XLinkedInEmail: grit@kleinerperkins.comFollow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins

How Sierra Is Pulling Ahead in the AI Race | Co-founder Bret Taylor

1 hr 12 min

Few founders have seen Silicon Valley from every seat at the table. After co-creating Google Maps at Google, serving as CTO at Facebook, and later as co-CEO of Salesforce, Bret Taylor is now building AI agents at Sierra to redefine customer experience. On Grit, he explains why “competitive intensity” is a core value at their fast-growing company and why he believes AI won’t lead to a world where people stop working. Guest: Bret Taylor, co-founder of Sierra Connect with Bret  XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comFollow Grit LinkedInX​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

The AI Era of Cybercrime: How Malwarebytes Is Evolving Its Security Stack | Marcin Kleczynski

1 hr 3 min

What began as a 14 year old fixing infected computers became Malwarebytes, an 800 person cybersecurity company trusted by millions of customers. On Grit, Marcin Kleczynski joins Joubin Mirzadegan to explore AI driven cyber threats, strategic reinvention, and the discipline of evolving before the market forces you to. “We’ve exceeded. Now, what do we do to protect individuals against the next wave of threats, which are plentiful?” Guest: Marcin Kleczynski, CEO at Malwarebytes Connect with Marcin KleczynskiX: https://x.com/mkleczynskiLinkedIn: https://www.linkedin.com/in/marcinkleczynski/ Connect with JoubinX: https://x.com/JoubinmirLinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins: https://www.kleinerperkins.com/

The Truth Behind Automation Claims in Customer Support | Cresta CEO Ping Wu

43 min

Can you scale customer support without burning out agents or frustrating customers? Ping Wu shares how Cresta combines AI and human intelligence into a single system that scales sustainably for companies like United Airlines and Porsche. In this episode, Ping also breaks down the three constraints that shape automation in the real world: conversation complexity, infrastructure debt, and customer demographics. Guest: Ping Wu, CEO of Cresta Connect with Ping WuX: https://x.com/ping_wuLinkedIn: https://www.linkedin.com/in/pingwu/ Connect with JoubinX: https://x.com/JoubinmirLinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins: https://www.kleinerperkins.com/ 

The Safest Dollar on the Internet | Circle CEO Jeremy Allaire

1 hr 5 min

USDC closed the gap between software and law in modern finance. On Grit, Jeremy Allaire discusses how fully reserved, dollar backed digital currency became part of the financial system after more than a decade of work. He also shares why for him grit is about sustaining belief through deep uncertainty, even when Circle faced the threat of bankruptcy in 2019. Guest: Jeremy Allaire, Co-Founder, Chairman and CEO at Circle ​ Connect with Jeremy Allaire X: https://x.com/jerallaire LinkedIn: https://www.linkedin.com/in/jeremyallaire/ Connect with Joubin X: https://x.com/Joubinmir LinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/ Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/ 

Why We’re Only Using 1% of AI | Glean CEO Arvind Jain

58 min

Glean has grown into a $7.2B company by giving employees AI assistants and agents that extend their capabilities. CEO Arvind Jain is back on Grit alongside Joubin Mirzadegan. Here’s what stood out: “My mindset by default is that if you build something last year, that it's got to be obsolete. There has to be a new way to do that thing better today. If not, then it's just lack of imagination.”“I have no doubts that AI capabilities are just going to increase more and more over the next few years. But even more important is this concept of how much are we even leveraging what AI can do today? I would say that we've not even used 1% of current capabilities of these models”“If you're trying to be everything to everyone, then you just cannot compete with somebody who's focused on a smaller problem and going deep into that.”You can also listen to Arvind’s earlier episode here: https://www.youtube.com/watch?v=iIH0Qp6d6bg&list=PLRiWZFltuYPF8A6UGm74K2q29UwU-Kk9k&index=96 Guest: Arvind Jain, founder and CEO, Glean ​ Connect with Arvind Jain X: https://x.com/jainarvind LinkedIn: https://www.linkedin.com/in/jain-arvind/ Connect with Joubin X: https://x.com/Joubinmir LinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/ Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

The Grittiest Conversations of 2025: AI, Business & Beyond

41 min

In this recap episode, we highlight the best moments from our 2025 interviews and reflect on the ideas that defined the year. Featuring: David Rubenstein (co-founder of Carlyle) Yamini Rangan (CEO of HubSpot) Ben Chestnut (co-founder of Mailchimp) Winston Weinberg (co-founder and CEO of Harvey)Garrett Lord (co-founder of Handshake) Aidan Gomez (co-founder and CEO of Cohere) Michelle Zatlyn (co-founder of Cloudflare) Evan Spiegel (co-founder and CEO of Snap) Connect with JoubinX: https://x.com/JoubinmirLinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins: https://www.kleinerperkins.com/

How Brands Stay Visible When AI Decides | Profound CEO James Cadwallader

50 min

What happens when AI becomes your most influential referrer? As consumers turn to ChatGPT for answers, James Cadwallader and his team at Profound help brands like Eight Sleep and MongoDB gain visibility and leverage inside AI models. On this episode of Grit, he explains why brand narrative has shifted away from content, and why Profound is scaling globally ahead of traditional SaaS timelines. Guest: James Cadwallader, co-founder and CEO of Profound and Ilya Fushman, partner at Kleiner Perkins Connect with James CadwalladerX: https://x.com/thejamescad?lang=enLinkedIn: https://www.linkedin.com/in/jsca/ ​Connect with Ilya FushmanX: https://x.com/ilyafLinkedIn: https://www.linkedin.com/in/ilyafushman/ Connect with JoubinX: https://x.com/JoubinmirLinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/Email: grit@kleinerperkins.com Follow on LinkedIn:https://www.linkedin.com/company/kpgrit Follow on X:https://x.com/KPGrit ​Learn more about Kleiner Perkins: https://www.kleinerperkins.com/

How Snap Plans to Win the AR Race | Evan Spiegel on Spectacles

1 hr 11 min

Turning down a $3B offer from Facebook is a bold move for any young CEO. Evan Spiegel shares how Snap’s early dream was to stay independent and give its community an authentic voice, a bet that proved right. He also explains why they are now doubling down on AR glasses and why the anxiety around AI deserves far more attention from tech leaders. Guest: Evan Spiegel, co-founder and CEO of Snap Inc. and Bing Gordon, Advisor at Kleiner Perkins ​ Connect with Evan Spiegel X:https://x.com/evanspiegel?lang=en LinkedIn:https://www.linkedin.com/in/evan-spiegel/ ​ Connect with Bing Gordon X: https://x.com/bingfish  LinkedIn: https://www.linkedin.com/in/binggordon/ Connect with Joubin X: https://x.com/Joubinmir LinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/ Email: grit@kleinerperkins.com ​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/ 

The Pull to Build: Joubin Mirzadegan on Grit and Starting Roadrunner

1 hr 14 min

What does it take to go from advising founders to becoming one? On this week’s special Reverse Grit episode, we flip the script and put our Grit podcast host Joubin Mirzadegan in the guest seat. Joubin recently founded Roadrunner, where he is now co-founder & CEO. Roadrunner is building an AI‑native CPQ to modernize the quote‑to‑cash stack, drawing on years of conversations he’s had with enterprise revenue leaders. Stepping into the host role, Mamoon Hamid joins Joubin to talk about his transition from sales leader to founder, how Roadrunner came together, and why it became our first incubation since Glean. Roadrunner is hiring! Check them out: https://www.roadrunner.ai/ Guest: Joubin Mirzadegan, Partner, Kleiner Perkins ​ Connect with Mamoon XLinkedIn Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com ​Learn more about Kleiner Perkins

Building Cloudflare for the Next 50 Years | Co-founder Cloudfare Michelle Zatlyn

58 min

Fifteen years in, it can still feel like “we’re just getting started.” Michelle Zatlyn, co-founder of Cloudflare, returns to Grit with Joubin Mirzadegan to share how Cloudflare secures the internet for millions, with a vision built to last generations. She also shares why staying close to reality and to customers becomes harder as success compounds, and how Cloudflare is helping content creators regain control in an AI driven internet. Guest: Michelle Zatlyn, co-founder and President of Cloudflare Connect with Michelle Zatlyn XLinkedIn​ Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com ​Learn more about Kleiner Perkins

She Sold Her Startup for $500 Million, Here’s Her Next Idea

1 hr 12 min

Screens have pulled families apart. Brynn Putnam set out to bring them back together with Board, the world’s ‘first face-to-face game console.’ On Grit, she tells Joubin Mirzadegan how every venture she’s built, including Mirror, started as a personal need, and how her true edge is the ability to strip an idea down to what actually matters. Guest: Brynn Putnam, founder and CEO of Board Connect with Brynn Putnam XLinkedIn Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

Synthetic Data and the Future of AI | Cohere CEO Aidan Gomez

1 hr 11 min

How do companies like Salesforce and Dell scale intelligence across every cloud? Aidan Gomez, co-founder and CEO of Cohere, explains how they’re building AI that works across all enterprise systems and deploys anywhere, giving companies true flexibility and security. He joins Joubin Mirzadegan for a wide-ranging conversation on why synthetic data went from dismissed to indispensable, and how the race among AI labs is really unfolding. Guest: Aidan Gomez, co-founder and CEO of Cohere Connect with Aidan:  XLinkedInConnect with Joubin:  XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

From Yext to Roam: Howard Lerman’s Second Act

1 hr 25 min

The hardest company to build is the one you start after you’ve already succeeded. After scaling Yext into a platform powering millions of businesses, Howard Lerman chose to start over with Roam, the “Office of the Future,” where humans and AI work side by side from anywhere. On Grit, he joins Joubin Mirzadegan to talk about the solitude of leadership and what happens when you stop building for Wall Street. Guest: Howard Lerman, co-founder and former CEO of Yext, and founder and CEO of Roam ​Connect with Howard Lerman XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com​ Learn more about Kleiner Perkins

Rebuilding Front for the AI Era | CEO Dan O’Connell

59 min

The hardest part of transformation is knowing what to let go of. Dan O’Connell, now leading Front as CEO and formerly on the board at Dialpad, joins Joubin Mirzadegan to explore the delicate balance between legacy and innovation as he leads a decade old company through the AI revolution. He also reflects on why courage and control can coexist in leadership, and what it means to “make decisions that give you energy.” Guest: Dan O’Connell, CEO of Front ​ Connect with Dan O’Connell XLinkedIn​ Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com​ Learn more about Kleiner Perkins

ElevenLabs’ Vision for Voice Interfaces | CEO Mati Staniszewski

1 hr 4 min

Before AI became a buzzword, a few true believers were already building. Since early 2022, Mati Staniszewski and his team at ElevenLabs have been among them, working to create voices that “actually represent emotions.” He shares with Joubin Mirzadegan how voice AI is transforming diverse fields, from delivering personalized healthcare for different age groups to amplifying creativity in filmmaking. Guest: Mati Staniszewski, co-founder and CEO of ElevenLabs Connect with Mati Staniszewski XLinkedIn​ Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com​ ​Learn more about Kleiner Perkins

95% Faster Video Production with Synthesia | Victor Riparbelli

1 hr 8 min

What’s product-market fit like when you give people the power to do what they never thought was possible? On this rerun of Grit from April 2024, Victor Riparbelli, co-founder and CEO of Synthesia, shares how his platform gave billions a new way to create video without cameras, and explores a future where video and audio replace text as the primary way to share knowledge and content. Guests: Victor Riparbelli, CEO and co-founder of Synthesia and Josh Coyne, Partner at Kleiner Perkins Connect with Victor Riparbelli X: https://x.com/vriparbelli LinkedIn: https://www.linkedin.com/in/victorriparbelli/ ​ Connect with Josh Coyne X: https://x.com/josh_coyne LinkedIn: https://www.linkedin.com/in/joshuacoyne/ ​ Connect with Joubin X: https://x.com/Joubinmir LinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/ Email: grit@kleinerperkins.com ​ Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

From Idea To Impact: How Gamma Is Redefining Presentations | Grant Lee

1 hr 10 min

Make your product irresistible, and everything else will follow. That’s the philosophy of Grant Lee, co-founder and CEO of Gamma, an AI design platform with an 'anti-PowerPoint approach', used by over 50M people. This week on Grit, he also shares why enduring businesses aren’t one person shows, and how their deliberate hiring process shapes and strengthens company culture. Connect with Grant Lee XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

Leadership Lessons From Snowflake’s Sales & Marketing Duo | Chris Degnan and Denise Persson

1 hr 23 min

Scaling a business globally comes down to leaders who align teams and drive them forward together. Snowflake serves over 12,000 customers, and early executives Chris Degnan and Denise Persson share how they scaled the company while keeping the unlikely pairing of sales and marketing perfectly aligned through hypergrowth. They join Joubin Mirzadegan to share insights from their new book, Make It Snow, revealing how they built Snowflake’s ‘go-to-market engine’ and fostered a customer-first culture across every function. Guests: Chris Degnan, former CRO and advisor to the CEO at Snowflake, and Denise Persson, CMO at Snowflake. Connect with Chris Degnan  LinkedIn​ Connect with Denise Persson LinkedIn​ Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com ​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

The Man Who Builds for the Decade Ahead | Founder of Google X, Waymo, and Udacity

1 hr 13 min

What does it take to reinvent entire industries, over and over again? This week on Grit, Sebastian Thrun, the “godfather” of self-driving cars and massive open online courses, reflects on a career pushing the boundaries of technology across mobility, education, and AI. With Joubin Mirzadegan, he shares why he believes autonomous driving could become the biggest lifesaving technology in history, and how a wake-up call led him to found Udacity to truly democratize higher education. Guest: Sebastian Thrun, CEO of Stealth Startup, founder of Google X and Udacity Connect with Sebastian Thrun XLinkedIn​ Connect with Joubin XLinkedInEmail: grit@kleinerperkins.com ​ Learn more about Kleiner Perkins

How WordPress Became a Web Giant | Automattic Founder and CEO Matt Mullenweg

1 hr 10 min

What kind of founder builds a billion-dollar company around something anyone can use for free? Matt Mullenweg, co-founder of WordPress and CEO of Automattic, joins Joubin Mirzadegan to reflect on two decades of building the platform that now powers over 43% of all websites through cycles of doubt, decline, and reinvention. He also shares how Automattic aligns employees with its mission to democratize publishing and commerce through paid sabbaticals and remote work. Guest: Matt Mullenweg, co-founder of WordPress and founder and CEO of Automattic Connect with Matt Mullenweg XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

The Central Nervous System for Modern Business | Confluent CEO Jay Kreps

1 hr 17 min

The apps and websites we use every day depend on systems most of us never see. Jay Kreps joins Joubin Mirzadegan to share how Confluent became the ‘central nervous system’ for companies like Expedia and eBay, letting them respond to business operations instantly. They also break down why the myth of AI-driven efficiency falls short, and why building truly transformative companies takes far longer than most people expect.​Guest: Jay Kreps, Co-Founder & CEO of Confluent Connect with Jay XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

Airtable’s AI Reboot with CEO Howie Liu

1 hr 7 min

Can a no-code giant reinvent itself in the AI-native era? This week on Grit, Airtable CEO Howie Liu shares what it means to “refound” a company, how speed comes from tearing up old playbooks, and why conversational AI is reshaping his product—and his company. Guest: Howie Liu, Co-Founder & CEO of Airtable Chapters: 00:00 Intro01:04 First startup & YC04:06 Salesforce acqui-hire07:31 Life-changing exit at 2211:07 Scaling too fast, layoffs14:04 Sparks vs. coasting growth19:33 Two years to launch24:04 Could AI Build It Faster?27:06 Vibe coding & AI startups36:47 Everyone can build software41:08 Refounding Airtable with AI51:04 Sprint vs. marathon58:15 Cap tables & control01:03:29 Always be hiring01:05:00 What grit means Links: Connect with Howie XLinkedInConnect with Airtable Website: airtable.comXLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com Learn more about Kleiner Perkins

Inside the Mind of the World’s Most Optimistic CEO

1 hr 9 min

For Bill McDermott, work has never been just a job. On this Labor Day rerun of Grit, first published Jan 9, 2023, the ServiceNow CEO reflects on what he learned from his earliest jobs and how he carried those lessons from a deli counter in Long Island to the boardroom of an $80B software company. We cover: Why Bill bought a deli when he was in high school — and how he competed against 7-Eleven (04:00)Interviewing at Xerox and wanting it more than anyone else (08:17)Unwavering optimism and being a source of strength for others (12:34)How a love of work has shaped Bill as a person (16:44)Facing challenges and keeping a promise to his father (22:00)Enjoying the present and keeping an eye on the future (30:01)Leaving Xerox for Gartner and learning from a tough experience (33:29)Sloan Kettering and Father Michael Judge (39:22)Following the “original dream” vs. building something new at ServiceNow (44:59)Losing an eye and getting a pep talk from two Medal of Honor winners (51:15)Why Bill started and ended his book with quotes from two Kennedys (01:01:21) Connect with Bill XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com  Learn more about Kleiner Perkins

How Dropbox Beat Big Tech in the Cloud Wars

1 hr 32 min

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 Trailer00:52 Introduction01:35 Towards full autonomy16:20 Coming back to school21:45 Golden ticket to California25:23 No one’s born a CEO28:15 Y Combinator and a co-founder37:53 The craft of being a great CEO53:41 Metabolizing the stress1:10:14 Tactical advices and frameworks1:27:48 Who Dropbox is hiring1:29:35 What “grit” means to Drew1:32:10 Outro Links: Connect with Drew XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com Learn more about Kleiner Perkins

Building High-Impact Sales Teams | Dan Lee and Nooks

58 min

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:  XLinkedInConnect with Leigh Marie Braswell XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

Shishir Mehrotra on Building Tools Creators Love

1 hr 29 min

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 Grammarly Connect with Shishir XLinkedInChapters: 00:00 Trailer01:24 Introduction02:09 Zoo vs safari12:02 A TV ahead of its time21:25 Product decisions31:25 The data behind the algorithm37:26 The AI native productivity suite48:06 Agents are digital humans57:55 Pressure trade-off1:12:50 Insulated from judgment1:25:19 Who Grammarly is hiring1:25:51 What “grit” means to Shishir1:29:30 Outro Mentioned in this episode: YouTube, Ray William Johnson, Spotify, Twitch, MTV, Chris Cox, Facebook, TikTok, Google TV, Centrata, Google Chrome, Android, Gmail, Microsoft, Super Bowl, Mosaic, Panasonic, Sony, Susan Wojcicki, Rishi Chandra, Apple TV, Amazon Firestick, Comcast, LoudCloud (Opsware), Quest Communications, AT&T Southwestern Bell, Salar Kamangar, Patrick Pichette, Eric Schmidt, OpenAI ChatGPT, Google Gemini, Mark Zuckerberg, Meta Platforms, Sundar Pichai, Larry Page, Sergey Brin, Hamilton, Reid Hoffman, Sam Altman, Tesla, Waymo, Airtable, Notion, Max Lytvyn, Alex Shevchenko, Superhuman, Duolingo, Luis von Ahn, Khan Academy, MrBeast, Facebook Messenger, Snap (Snapchat), WhatsApp, Google+, Meta LLaMa, Satya Nadella, Tim Cook, Daniel Gross Connect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

How Notion Reimagined Productivity Tools | Ivan Zhao

1 hr 28 min

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 Clapton, Rippling, Matt MacInnis, Inkling, Steve Jobs, Douglas Engelbart, Alan Kay, Bill Gates, OpenAI ChatGPT, Y Combinator, Andrej Karpathy, Toby Schachman, Simon Last, Spotify, Slack Connect with Ivan Zhao XLinkedIn Connect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

The Travel Giant Built on Billions of Reviews | Steve Kaufer on TripAdvisor

1 hr 12 min

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) Introduction(01:32) Early days of Tripadvisor(08:14) Catching the startup bug(18:42) Luck and timing(26:54) $200M: a combo of money and risk(37:37) I love creating stuff(40:45) Hardest part of being a public CEO(46:21) Never let a good crisis go to waste(51:54) An average traveler(55:49) Social proof vs artificial intelligence(1:02:59) Back in the saddle(1:09:54) Not for the faint of heart(1:12:16) What “grit” means to Steve(1:12:31) Outro Mentioned in this episode: Google, Expedia Group, Barry Diller, Interactive Corporation (IAC), Uber, Dara Khosrowshahi, OpenAI ChatGPT, IMDb, CJ Affiliate (Commission Junction), Amazon, Google Chrome, Give Freely, Honey, Rakuten, Macy’s, American Cancer Society, Google Gemini Links: Connect with Steve XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

The Expert Network Behind Handshake AI’s Model Training w/ Garrett Lord & Mamoon Hamid

1 hr 2 min

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 become their core strategic edge, bypassing middlemen and turning a decade of trust into lasting advantage. Connect with Garrett Lord XLinkedInConnect with Joubin XLinkedInEmailConnect with Mamoon XLinkedInLearn more about Kleiner Perkins

How Plaid Turned a Failed $5.3B Deal with Visa into Momentum | Zach Perret (Plaid)

1 hr 4 min

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 staying obsessed with the end user. Links: Connect with Zach XLinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com Learn more about Kleiner Perkins

Episode 250: AI Special Featuring Sierra, Harvey, Windsurf & More

54 min

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) Connect with Joubin: - LinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/ - X:  https://x.com/Joubinmir  Email: grit@kleinerperkins.com Learn more about Kleiner Perkins: https://www.kleinerperkins.com

How Imprint Is Reinventing Credit Cards for Modern Brands | Daragh Murphy

55 min

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 Trailer00:48 Introduction01:30 Actualizing the dream08:37 Imprint11:37 Partnerships are massive16:48 Understand the market18:42 “Get more, spend more” tradeoffs23:57 Fishing in the wrong ponds31:32 Can’t skip work32:43 Exciting and scary34:56 Pride and ownership46:50 The way you spend your day50:20 New technologies54:51 Who Imprint is hiring54:59 What “grit” means to Daragh55:34 Outro Mentioned in this episode: Figma, Rippling, H-E-B Grocery Company, LP, Barclays US, IBM, Coinbase, Charlie Munger, Instagram, Hamptons, Google, Nick Huber, Ribbit, Ireland, WeWork, Adam Kim, Amazon, Shopify, Tobias Lütke, Duolingo, Parker Conrad Links:Connect with Daragh LinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

GitLab’s CEO on Why the Next Great Developer Might Not Write Code | Bill Staples

1 hr 5 min

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 Trailer 00:42 Introduction 02:34 True joy in life 08:16 Winning teams 13:53 When the energy isn’t there 18:00 Super ambitious 21:01 It’s not just technology 29:27 Elevating quality and standard 41:36 Lifelong collaborator 51:22 Competent intelligence 54:22 Structuring goals and time 1:03:59 Who GitLab is hiring 1:04:17 What “grit” means to Bill 1:04:54 Outro Links:Connect with Bill LinkedInConnect with Joubin XLinkedInEmail: grit@kleinerperkins.com Learn more about Kleiner Perkins

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