#136: Bootstrapper Has Big Exit and Un-Retires to Build 2nd SaaS Success – Brian Dosal

by PE Support | Mar 20, 2025

  Brian Dosal was the founder and CEO of BrightGauge, a software company he bootstrapped and grew to almost $10M ARR with his brother before successfully selling the company in 2019. BrightGauge was a business analytics and dashboard for key metrics for the...

#130: Profitable Product-Led Growth to $30 Million Before Big Exit – Joe Hyrkin

by shawn | Feb 6, 2025

 Joe Hyrkin is the former CEO of Issuu, a content publishing platform for interactive marketing content. Issuu allows you to easily publish printable and PDF materials in various formats to websites and social media. It’s a global product-led success story with...

#129: On Freedom and Ownership With Software Entrepreneur Brian Hamilton

by shawn | Jan 30, 2025

Brian Hamilton is one of America’s most successful entrepreneurs and a leading expert on entrepreneurship. Today, Hamilton serves as chairman of software company LiveSwitch. He is known for his pioneering work in fintech, his advocacy for small businesses, and his...

#127: Scaling Up Big with Efficient Growth and Practical Funding – Bryan Forrester

by shawn | Jan 16, 2025

Bryan Forrester is CEO of Boostlingo, a leading on-demand platform for live language interpretation services that is growing quickly and can become a very large company. Boostlingo now has 160 employees and over 17,000 language interpreters who use their software to...

#125: Created the World’s Largest Subscription Service for Creative Design – Russ Perry

by shawn | Jan 2, 2025

 Russ Perry is the CEO and founder of Design Pickle, the largest subscription-based business for creative design services. It’s a SaaS-like tech-enabled services business that employs over 700 professional designers worldwide who can deliver design projects in...