Sahil Lavingia on “failing to build a billion-dollar company”

Abadesi talks to Sahil Lavingia, founder and CEO of Gumroad, an online platform that enables creators to sell directly to their customers. Sahil is a very authentic founder who is not afraid to speak uncomfortable truths, as you’ll see in the interview.

They talk about...

* His journey starting Gumroad and what happened when they realized the company wasn’t going to be as successful as they had hoped.

* Why relationships in Silicon Valley are so transactional.

* Dealing with the psychological ups-and-downs of having your identity as a founder so wrapped up in the fate of your company.

* His philosophy of technology, both personally and at Gumroad.

* Why he believes so strongly in in-person connection.

We’ll be back next week so be sure to subscribe wherever you listen to your favorite podcasts. Big thanks to Embroker and Vettery for their support. 😸