Podcast Episodes

Inside the Mind of the World’s Most Optimistic CEO

Episode 258

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 carri…

Published on 2 months, 1 week ago

How Dropbox Beat Big Tech in the Cloud Wars

Episode 257

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…

Published on 2 months, 2 weeks ago

Building High-Impact Sales Teams | Dan Lee and Nooks

Episode 256

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 …

Published on 2 months, 3 weeks ago

Shishir Mehrotra on Building Tools Creators Love

Episode 255

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…

Published on 2 months, 4 weeks ago

How Notion Reimagined Productivity Tools | Ivan Zhao

Episode 254

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…

Published on 3 months ago

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

Episode 253

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 b…

Published on 3 months, 1 week ago

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

Episode 252

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 …

Published on 3 months, 2 weeks ago

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

Episode 251

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 …

Published on 3 months, 3 weeks ago

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

Episode 250

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 transformin…

Published on 4 months ago

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

Episode 249

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-fi…

Published on 4 months, 1 week ago