Theodore Stearns

Theodore Stearns is a visionary leader and technology executive with over 17 years of experience in the software industry.

He has a successful track record of building high growth companies with multiple startups and exits, including being the founder of InsureWell/AssuranceApp (acquired in 2015), SimpleDisability, and Benefyts, all of which were institutionally backed ventures.

His drive to innovate stems from a constant pursuit to do things better and make a radical difference in the lives of consumers, challenging the status quo along the way.

Theodore Stearns believes in the power of entrepreneurship to bring about meaningful changes, citing traits like survival instincts, fearlessness, tenacity, deep vision, and a burning passion as key to disrupting industries and creating value for stakeholders.

Mr. Stearns studied at the Army and Navy Academy and has held various key positions in organizations such as Chief Executive Officer at MEALLOGIX, Founder at Assurance, and Advisory Board member at The Center for Wealth and Legacy Studies.

He also has experience as Chairman of the Board and US Provisional Patent Holder AdvanceCard at iMerchant Advance, as well as roles at Presidential Brokerage, Clearing Bear Stearns, Merrill Lynch, and internships at Merrill Lynch and A.G. Edwards.