Jack graduated from the University of Alberta with a M.Sc. in Computer Science. He joined a UofA medical informatics spinoff company called Chenomx, and rose to the position of Director of Product over his 5-year tenure there. At Chenomx Jack caught the 'startup bug', and started to think about branching out and doing his own startup. In 2008 he teamed up with his long-time friend Rian Gauvreau to seek out a market with latent opportunity, and they soon landed on the legal space. In October 2008 Jack and Rian launched Clio, the first cloud-based practice management platform for lawyers. Clio has seen explosive growth, and now boasts tens of thousands of customers, more than 200 employees, and millions of dollars of annual revenues. Since 2008, Jack has raised over $27m for Clio, most recently from Bessemer Venture Partners, one of Silicon Valley's premier venture firms.