Greg Head
Practical Founders Podcast
Tune into the Practical Founders Podcast with host Greg Head for weekly in-depth interviews with founders who have built valuable software companies--without big funding.
Author
Greg Head
Category
Podcast website
Latest episode
Jul 10, 2026
Where to listen?
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Episodes
#3: From bootstrapped add-on to white label success - Rafael Zimberoff of ShipRush 08.07.2022 1:02:39
Rafael Zimberoff was CEO of ShipRush, a software company he founded in 2001, then grew, and eventually sold in 2017 to Descartes Systems Group for $17 million. Rafael started ShipRush as an add-on product for popular CRM and accounting software and was a pioneer in shipping technology for small businesses. ShipRush is now a comprehensive shipping platform for small ecommerce providers so they can...
#2: Bootstrapped to $2 billion valuation in 10 years - Jonathan Cronstedt of Kajabi 26.06.2022 1:05:34
Jonathan Cronstedt, also known as JCron, was the president of Kajabi software from 2016 through 2021 as he helped the company grow past the early startup years. JCron is a savvy entrepreneur, digital marketer, and sales leader who shares the story of the bootstrap founding of Kajabi through getting $550M in venture capital funding in 2021. Kajabi is a leading "knowledge commerce" platform for expe...
#1: Self-funded spinoff to software growth powerhouse - Todd Watson of Showit 19.06.2022 59:43
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 2006 to create a scrappy software business that made inexpensive photo-presenting and sharing tools for photographers. The Showit company was created when Todd took one of the...
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