618: 22 Years of Bootstrapping with Jesse Mecham

Will is joined this week by personal finance expert, speaker, business leader Jesse Mecham, founder of You Need A Budget (or YNAB if you are very busy and important). In this episode, to celebrate the release of his new book ‘Never Worry About Money Again’, Jesse dives into how YNAB came to be, from spreadsheet to the interface it is today, the trials and tribulations the business went through over the years, before going into depth about why people are so scared of money. — Mentioned in the episode: Jesse’s brand new book, 'Never Worry About Money Again' out now! Visit the YNAB website Jason Fried’s ‘Getting Real’ Richard A. Lanham’s ‘Revising Prose’ Eugene Schwartz’s ‘Breakthrough Advertising’ Donald A. Norman’s ‘The Design of Everyday Things’ Clayton Christiansen’s ‘Jobs to be Done’ Framework Our guest for this episode has been Jesse Mecham. If you'd like to get in touch with Jesse, or to keep up to date with his work, you can visit his website. Your host for this episode has been Will Larry, you can find and connect with Will over on LinkedIn. If you would like to support the show, head over to our GitHub page, or check out our website. Got a question or comment about the show? Why not write to our hosts: [email protected] This has been a thoughtbot podcast. Stay up to date by following us on social media - LinkedIn - Mastodon - YouTube - Bluesky © 2026 Giant Robots Smashing Into Other Giant Robots Podcast