Grit

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 real

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 ho

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

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 a

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 wha

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 beg