Jonathan Cantwell Headshot

Jonathan Cantwell

Managing Director, Head of Technology

We All Have Different Chapters That Get Bounded Together to Create a Unique Story.

My Career Highlights

  • Building Cascadia’s technology investment group in Silicon Valley
  • Deep relationships with technology entrepreneurs, CEOs, public companies, and institutional investors in Silicon Valley
  • Advised on over 100 technology M&A transactions
  • Grew prior firm’s software M&A advisory group to 25-30 transactions annually

My Personal Interests

  • Spending quality time with my wife and two children, including traveling across the U.S. and internationally
  • Spends weekends on family activities, including youth sports and golf
  • Enjoys attending major sporting events
  • Local community involvement, including service on non-profits and a recent term as president of Hillsborough (CA) Little League

My Expertise

I have spent the last 20 years working closely with technology leaders and entrepreneurs on the most important transactions of their careers. My domain expertise spans across enterprise application software, AI, marketing cloud, human capital management, horizontal and vertical applications, infrastructure and security.

Notable Transactions.

Tonkean Logo has been acquired by Coupa Logo a portfolio company of Thoma Bravo Logo
Vertical Raise Logo has been acquired by Arbiter Sports Logo a portfolio company of Accel-KKR Logo
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