#139: Bootstrapped Founder is Getting Ready for the AI Wave at $20M ARR – Shalin Jain

by PE Support | Apr 10, 2025

Shalin Jain is the founder and CEO of HappyFox, a successful bootstrapped company that provides modern help desk management software for customer service, support, and IT management organizations. Shalin and his small team in India built many successful products from...

#132: Bootstrapper Serving Private Equity Firms Acquired by PE-Backed Strategic – Richard Change

by shawn | Feb 20, 2025

Richard Change is co-founder and CEO of PFA Solutions, the provider of FirmView software. FirmView® is the leading carry and compensation management platform for private equity investors to manage their internal compensation from fees and carried interest. Richard was...

#126: Jason Fried on 20 Years Bootstrapping BaseCamp at 37signals

by shawn | Jan 10, 2025

Jason Fried is the co-founder and CEO of 37signals, makers of the popular Basecamp project management software, which is still growing and very profitable after 20 years. He is going long and still having fun as an engaged CEO, building great products with great...

#116: The Do’s and Don’ts of Succeeding with Offshore Software Development – Matt Watson

by shawn | Oct 31, 2024

Last year I interviewed three-time software founder Matt Watson on this podcast about his successful practical founder journeys. Matt leveraged offshore software development talent in his last two SaaS companies to staff up quickly and grow efficiently. His top...

#101: Bootstrapped Founder Has No Intention of Selling Even as They Grow Big – Todd Watson

by shawn | Jul 12, 2024

Todd Watson is the owner and CEO of Showit, a popular no-code website builder and platform for designers and photographers. Todd is a native of Phoenix, Arizona where he started as a videographer before joining a friend in 2007 to create a scrappy software business...