Matt Wilson, Managing Director at Allied Venture Partners. The Angel Investor

In Between Meetings, Matt Wilson shared his path from founder to investor and the lessons that shape how he leads Allied Venture Partners today. He explained the importance of balancing empathy with objectivity, building a strong investment thesis, and why early traction matters. Matt also reflected on Calgary’s angel ecosystem, his early investments in Lyft and Pinterest, the dangers of predatory angel terms, and why “the opportunity is in the imperfection.”

Takeaways:

• Best investors are often former founders but objectivity is key
• Clear investment thesis removes emotion from decisions
• Founders should build before raising, traction wins
• Calgary’s ecosystem is growing but funding gaps remain
• Predatory angels can ruin cap tables for future VC rounds
• Perfectionism is a trap, MVPs matter most
• AI is here to stay, but hype isn’t a strategy

Matt Wilson is Managing Director at Allied Venture Partners, an angel group of 2,000 investors that has deployed over $6 million into tech startups. A founder turned investor, he has built and exited companies, led sales at Nestlé and Coca-Cola, and co-founded Calgary Beer Week. An early investor in Lyft and Pinterest, Matt now helps founders scale and contributes to shaping Alberta’s startup ecosystem.

Between Meetings is a series of on-the-go interviews featuring industry leaders, entrepreneurs, and corporate innovators. In these interviews, we delve into the latest trends and developments in innovation, technology, and entrepreneurship, catching our guests between meetings in a car ride across town. Along the way, they share inspiring stories, personal experiences, industry insights, and practical advice on how to scale your way to success. Each interview is packed with valuable information and inspiration for anyone looking to make an impact in the tech and innovation world.

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