Meet the team
Our name implies our approach to life. We’re founders, just like you, and we operate with that same entrepreneurial creativity and passion.
Our Story

As serially successful entrepreneurs, Freestyle has been backing market leaders for the past 10 years.
Dave and Josh originally teamed up in 1997, after meeting at a tech conference at the Fairmont. That year they launched Spinner, the first multichannel Internet music service, and in 2014 Grouper (now Crackle), one of the first Internet video networks. Both companies were acquired in less than three years and sold for $320 million and $65 million, respectively. After taking a few years off, Josh and Dave joined forces again in early 2009 to found Freestyle. Their goal was to fill the current void of VC’s who were simply writing checks, and be investors that offered real-world, real-time operational advice. Jenny joined the Freestyle tribe in 2014, a serial entrepreneur herself, she dropped out of Stanford before it was cool, to found WeddingChannel.com – the first aggregated gift registry. She joined Freestyle because she shares the same fundamental beliefs about investing, but adds a new voice and perspective. In the summer of 2020, Josh stepped down as full time GP to focus on helping companies that help the earth.
Team Freestyle
We are all serially successful entrepreneurs with a startup addiction.
Work with our Companies
Want to be a part of something extraordinary?
Find your new home with one of our portfolio companies.




