#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...

#128: Practical Founder Solving a Challenging SaaS Growth Puzzle – Scott Desgrosseilliers

by shawn | Jan 23, 2025

Scott Desgrosseilliers is the founder and CEO of Wicked Reports, a leading multi-touch marketing attribution software for SMBs who use paid online advertising. Scott is a data and analytics expert who saw the costly limitations of simple performance reports from...

#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...

#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...