Scott N. Flanders (born December 26, 1956) is the CEO of American companies with experience in media, entertainment and technology. He is currently CEO of eHealth, Inc. (NASDAQ: EHTH), a role he took over on May 31, 2016. He was formerly CEO of Playboy, a role he took over on July 1, 2009. Flanders was born on December 26, 1956 in Indianapolis, Indiana, USA. He attended the University of Colorado, where he earned a Bachelor of Arts in Economics. He later received a Doctorate in Law from the Maurer School of Law at Indiana University. He is also C.P.A. from 1986 to 1998, and Flanders was the head of Macmillan Publishing. He joined Macmillan from QCorp, where he oversaw the sale of a computer book publisher to Macmillan in 1986. In his 14 years at Macmillan, he founded the company as the world's largest computer book publisher and the first publisher of books on the Internet. The company's revenue swelled from $5 million to $500 million under his leadership. Macmillan's name was acquired by Pearson in 1998.