Episode 17: Today, hosts Alex Lieberman (@businessbarista) and Jesse Pujji (@jspujji) are joined by fellow startup entrepreneur Jonathan Swanson. Jonathan is the co-founder and chairman of Thumbtack—a massive technology leader building the modern home management platform. In this episode, Jonathan tells Alex and Jesse all about how he and his co-founders came up with the idea for Thumbtack, the turning points and oh-sh*t moments of growing the business, and his genius delegation tactics that save him hundreds of hours over the course of a year.
Time Mapping:
(00:50) – Intro
(01:51) – Start of Jonathan Swanson interview
(04:04) – What keeps Jonathan motivated, even after all of his career success
(05:21) – Jonathan Swanson’s upbringing and background
(06:20) – Why Jonathan decided to pursue entrepreneurship
(09:23) – The early days of starting Thumbtack
(15:48) – The moment that changed everything for Thumbtack
(17:09) – How Jonathan navigates his co-founder relationship
(22:00) – The event that almost killed Thumbtack
(27:00) – The overseas employee that changed Jonathan’s trajectory
(30:20) – Jonathan’s career path after Thumbtack
(33:40) – Jonathan’s tips for how to delegate as a leader
(41:21) – Jonathan’s other businesses
(45:00) – How Jonathan hacks his personal life
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