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#137: Her Amazing Story of 0-$30M ARR with No Outside Funding – Rebecca Shostak

#137: Her Amazing Story of 0-$30M ARR with No Outside Funding – Rebecca Shostak

by PE Support | Mar 27, 2025

  Rebecca Shostak is co-founder and chief brand officer of Flodesk, the popular email marketing software for small businesses that care about beautiful branded emails. After prototyping the product and validating the problem, they launched in 2019 with a...
#136: Bootstrapper Has Big Exit and Un-Retires to Build 2nd SaaS Success – Brian Dosal

#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...
#135: Vertical SaaS Investor Shares Proven Paths to Scale Up Big – Dave Yuan

#135: Vertical SaaS Investor Shares Proven Paths to Scale Up Big – Dave Yuan

by shawn | Mar 13, 2025

 Dave Yuan is the founder of Tidemark, an active growth equity investor focusing on vertical SaaS companies with outsized advantages that can become “control points” in their markets and grow very big. Dave and Tidemark have invested in successful...
#134: When It’s Time to Close: Helping Founders Shut Down Right – Dori Yona

#134: When It’s Time to Close: Helping Founders Shut Down Right – Dori Yona

by shawn | Mar 6, 2025

Dori Yona is co-founder and CEO of SimpleClosure, a technology- and people-powered company that helps founders wind down and dissolve a startup or business that is no longer viable. Shutting down a business can be complicated, costly, and risky for founders....
#133: Bootstrapper Sells School Fundraising Platform to PE Investors – Howard Gottlieb

#133: Bootstrapper Sells School Fundraising Platform to PE Investors – Howard Gottlieb

by shawn | Feb 27, 2025

Howard Gottlieb started Read-A-Thon in 2012 as a reading-based fundraising platform that helped students raise money while boosting education. Their easy platform and simple fundraising approach created amazing results. The Read-a-Thon business grew steadily and...
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