As a serial entrepreneur, he has worked in the equity investment field on both coasts of the U.S. and served as the co-founder and managing director of Caliber Financial, a New York-based investment firm, which was later acquired by Hold Brothers Investment Services. Earlier, while working toward his BS in Applied Economics and Management at Cornell University, Roman headed College Town Meal Plan, an off campus prepaid dining option for Cornell students, a version of which was later adapted by the university. Roman was born in Russia, but grew up in San Francisco and is a graduate of Burlingame High School. Roman currently lives in San Francisco.