Kaplan began his career as an investment banker in
New York City after his graduation from the University of Michigan, and worked in the industry for three years at Furman Selz. After his MBA, he worked for Streamline.com and it is while he was at McDonald's that Kaplan founded Redbox. In 2002, Kaplan started Redbox, testing a variety of different product kiosks, including DVD rental, in a handful of McDonald's restaurants and other miscellaneous locations in Washington DC. Kaplan ran the company from its infancy as an incubated enterprise at McDonald's, and served as the company's CEO beginning in 2005 when it became a separate entity In this time the company grew from a small number of kiosks to 14,000. Kaplan then served as the president and COO of Coinstar, the parent company of Redbox, after the acquisition of Redbox He served in this position until 2013, over which time the Coinstar and Redbox businesses increased from $1 billion to $2.2 billion in revenue. Following his time at Coinstar, he co-founded Modjule LLC, a private investment firm focused on kiosks and small footprint retail. He also sat on the boards of Chicagoland Entrepreneurial Center, Enova, In Context Solutions, and Network for Teaching Entrepreneurship. In 2015 Kaplan became a partner with Pritzker Group Private Capital, serving as Operating Partner of the firm's Services team. He took over as CEO of Dentologie in June 2022. ==Personal life==