From Near Bankruptcy to a $400M Exit: Kirk Simpson's Wave Odyssey

In this latest episode of the Start Up CEO Show, we dive deep into the dynamic world of startups, revealing the secrets behind successful entrepreneurship and innovative business strategies. 

Join us as we examine the intricate balance between risk and innovation, a critical aspect for any aspiring entrepreneur or business enthusiast.

Our guest, Kirk Simpson, is a renowned figure in the startup ecosystem. With a career rich in entrepreneurial ventures, Kirk has navigated the challenging waters of the business world, transforming obstacles into opportunities for success. 

His journey is not just inspiring but also packed with valuable lessons for anyone looking to make their mark in the business world. In this episode, Kirk shares his insights on managing risks, fostering innovation, and the mindset needed to excel in the constantly evolving business environment.

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Since 1999, I have sat at the right-hand side of the leaders of high growth technology companies as either a CFO, VC or deal maker. I served as CFO for software companies including Shopify (NYSE: SHOP) and Freshbooks. As a CFO I experienced outright failures, wildly profitable exits, and everything in between.

I was a General Partner in Real Ventures, Canada's largest and most active seed stage fund. My investments there include the fund's largest cash on cash and highest IRR returns to date. Most recently, I founded SurePath Capital Partners the leading investment bank for SMB SaaS companies where we did hundreds of millions in financing and exit transactions.

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