Grit

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

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Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

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.

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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.

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​Learn more about Kleiner Perkins:https://www.kleinerperkins.com/

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

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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

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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.
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Guest: Jay Kreps, Co-Founder & CEO of Confluent

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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 Intro
01:04 First startup & YC
04:06 Salesforce acqui-hire
07:31 Life-changing exit at 22
11:07 Scaling too fast, layoffs
14:04 Sparks vs. coasting growth
19:33 Two years to launch
24:04 Could AI Build It Faster?
27:06 Vibe coding & AI startups
36:47 Everyone can build software
41:08 Refounding Airtable with AI
51:04 Sprint vs. marathon
58:15 Cap tables & control
01:03:29 Always be hiring
01:05:00 What grit means

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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)

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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
16:20 Coming back to school
21:45 Golden ticket to California
25:23 No one’s born a CEO
28:15 Y Combinator and a co-founder
37:53 The craft of being a great CEO
53:41 Metabolizing the stress
1:10:14 Tactical advices and frameworks
1:27:48 Who Dropbox is hiring
1:29:35 What “grit” means to Drew
1:32:10 Outro

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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

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