EPISODE · Jan 24, 2023 · 53 MIN
Jonathan Swanson on Building a Unicorn and Delegating 90% of Your Life
from Founder's Journal · host Morning Brew
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 Subscribe to Morning Brew! Sign up for free today: https://bit.ly/morningbrewyt Follow The Brew! Instagram - https://www.instagram.com/morningbrew/ Twitter - https://twitter.com/MorningBrew Tik Tok - https://www.tiktok.com/@morningbrew YouTube - https://www.youtube.com/@TheCrazyOnesPod Follow Our Hosts! Alex Lieberman (@businessbarista) Jesse Pujji (@jspujji) Learn more about your ad choices. Visit megaphone.fm/adchoices
What this episode covers
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 Subscribe to Morning Brew! Sign up for free today: https://bit.ly/morningbrewyt Follow The Brew! Instagram - https://www.instagram.com/morningbrew/ Twitter - https://twitter.com/MorningBrew Tik Tok - https://www.tiktok.com/@morningbrew YouTube - https://www.youtube.com/@TheCrazyOnesPod Follow Our Hosts! Alex Lieberman (@businessbarista) Jesse Pujji (@jspujji) Learn more about your ad choices. Visit megaphone.fm/adchoices
NOW PLAYING
Jonathan Swanson on Building a Unicorn and Delegating 90% of Your Life
No transcript for this episode yet
Similar Episodes
Apr 15, 2026 ·28m
Mar 12, 2026 ·14m
Feb 17, 2026 ·21m
Feb 14, 2026 ·11m
Jan 5, 2026 ·61m
Dec 29, 2025 ·33m