DiscoverStartups For the Rest of UsEpisode 776 | How Bootstrapping Led to a Life-Changing $90M SaaS Exit
Episode 776 | How Bootstrapping Led to a Life-Changing $90M SaaS Exit

Episode 776 | How Bootstrapping Led to a Life-Changing $90M SaaS Exit

Update: 2025-05-27
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Description

What’s it take to bootstrap a niche SaaS to $90M without raising a dime?





In this episode, Kevin Wagstaff joins Rob Walling to share how he and his brother bootstrapped Spectora from a scrappy MVP to a $90M valuation. It’s a masterclass in finding traction in unsexy markets, building with empathy, and making smart bets like embedded payments.





Topics we cover: 






  • (4:39 ) – The surreal moment Kevin and his brother became multimillionaires




  • (9:14 ) – Why a mobile-first approach won in an outdated, overlooked niche




  • (17:39 ) – How adding payments created a second revenue stream and bigger valuation




  • (20:36 ) – The early hustle: trade shows, 6 AM demos, and Facebook group tactics





Links from the Show: 









If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!





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Episode 776 | How Bootstrapping Led to a Life-Changing $90M SaaS Exit

Episode 776 | How Bootstrapping Led to a Life-Changing $90M SaaS Exit

Rob Walling