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Kevin Wagstaff

Co-founder of Spectora. Bootstrapped his SaaS company to a $90 million exit.

Top 3 podcasts with Kevin Wagstaff

Ranked by the Snipd community
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102 snips
May 27, 2025 • 51min

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

Kevin Wagstaff, co-founder of Spectora, reveals how he and his brother turned a humble home inspection software into a $90M powerhouse without outside funding. They discuss the surreal moment they became multimillionaires and the strategy of focusing on a mobile-first approach in an overlooked market. Kevin shares how embedding payments created a lucrative second revenue stream and the hustle that got them there—think early morning demos and trade shows. He also highlights the power of community in navigating challenges and building credibility.
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32 snips
Aug 5, 2025 • 45min

Episode 786 | Questions About Bootstrapping SaaS to a $90M Exit (with Kevin Wagstaff)

Kevin Wagstaff, co-founder of Spectora, shares insights from his journey of bootstrapping a SaaS company to a remarkable $90 million exit. He dives into the importance of early traction in Facebook groups and the delicate balance between growth and work-life commitments. Wagstaff discusses the nuances of surviving churn in a high-turnover market, while also highlighting how consulting helped fund the initial phases of his business. He offers unique strategies for niche SEO and the competitiveness of online communities, emphasizing authentic engagement over aggressive marketing.
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14 snips
Feb 7, 2025 • 1h 28min

Ep 480 Exit Story: The $80M Deception—How Kevin Wagstaff Walked Away and Won

Kevin Wagstaff, co-founder of Spectora, transformed home inspections with a groundbreaking SaaS platform and navigated an intense $80 million acquisition. He shares the rollercoaster ride of negotiations, including a last-minute attempt to re-trade the deal that could have cost him millions. With his brother and an advisor's support, they stood their ground, ultimately securing a $90 million valuation from a better partner. The journey balances emotional struggles with strategic decisions, emphasizing the importance of brand integrity and personal bonds in business success.

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