The Grittiest Conversations of 2025: AI, Business & Beyond
Grit29 Des

The Grittiest Conversations of 2025: AI, Business & Beyond

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) - From White House to Wall Street: David Rubenstein

Yamini Rangan (CEO of HubSpot) - HubSpot CEO on the Future of SaaS, AI, & Leading Through Change

Ben Chestnut (co-founder of Mailchimp) - Bootstrapped to 12B: Mailchimp’s Ben Chestnut on Life After the Exit

Winston Weinberg (co-founder and CEO of Harvey) - I Raised $300M To Bring AI To Laywers | Winston Weinberg & Harvey

Garrett Lord (co-founder of Handshake) - The Expert Network Behind Handshake AI’s Model Training w/ Garrett Lord & Mamoon Hamid

Aidan Gomez (co-founder and CEO of Cohere) - Synthetic Data and the Future of AI | Cohere CEO Aidan Gomez

Michelle Zatlyn (co-founder of Cloudflare) - Building Cloudflare for the Next 50 Years | Co-founder Cloudflare Michelle Zatlyn

Evan Spiegel (co-founder and CEO of Snap) - How Snap Plans to Win the AR Race | Evan Spiegel on Spectacles

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/

Episoder(276)

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

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

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 PerkinsConnect 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.comFollow on LinkedIn:https://www.linkedin.com/company/kpgritFollow on X:https://x.com/KPGrit​Learn more about Kleiner Perkins: https://www.kleinerperkins.com/

22 Des 50min

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

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

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 SpiegelX:https://x.com/evanspiegel?lang=enLinkedIn:https://www.linkedin.com/in/evan-spiegel/​Connect with Bing GordonX: https://x.com/bingfish LinkedIn: https://www.linkedin.com/in/binggordon/Connect with JoubinX: https://x.com/JoubinmirLinkedIn: https://www.linkedin.com/in/joubin-mirzadegan-66186854/Email: grit@kleinerperkins.com​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

15 Des 1h 11min

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

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

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 MamoonXLinkedInConnect with JoubinXLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

8 Des 1h 14min

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

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

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 CloudflareConnect with Michelle ZatlynXLinkedIn​Connect with JoubinXLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

1 Des 58min

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

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

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 BoardConnect with Brynn PutnamXLinkedInConnect with JoubinXLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

24 Nov 1h 12min

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

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

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 CohereConnect with Aidan: XLinkedInConnect with Joubin: XLinkedInEmail: grit@kleinerperkins.comLearn more about Kleiner Perkins

17 Nov 1h 11min

From Yext to Roam: Howard Lerman’s Second Act

From Yext to Roam: Howard Lerman’s Second Act

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 LermanXLinkedInConnect with JoubinXLinkedInEmail: grit@kleinerperkins.com​Learn more about Kleiner Perkins

10 Nov 1h 25min

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