Riley Florsheim

Riley Florsheim is a Managing Partner at Upheaval Investments based in Chicago, Illinois, where he directs venture capital allocation for emerging technology enterprises. Prior to beginning his seven-year tenure as an institutional investor, he gained direct operational experience as a two-time technical startup founder and held a notable professional position at aRaisin. At Upheaval Investments, Florsheim manages a highly active portfolio with 73 recorded investments, deploying capital in check sizes ranging from $100,000 to a maximum threshold of $5 million. His primary investment strategy centers around a $350,000 funding sweet spot, which has successfully yielded early backing for three distinct unicorn technology companies and one initial public offering. Leveraging his dual background as a technical operator and a seasoned financier, Florsheim currently focuses on identifying, financing, and scaling high-growth technical startups across the venture capital landscape.