Who: Scott Flanders, 59
New role: CEO of eHealth, a private health insurance exchange based in Mountain View, Calif. The company, which had $190 million in revenue last year, serves as an online broker to help people sign up for individual-market and Medicare plans.
Previous role: CEO of Playboy Enterprises, the risqué magazine and media empire built by Hugh Hefner. Flanders oversaw Playboy's transition away from fully nude images. He also previously was the CEO of Freedom Communications, a now-defunct newspaper company that filed for bankruptcy in September 2009, shortly after he left, and then filed for bankruptcy again in 2015.
Familiarity with eHealth: Flanders has served as a board member at eHealth since February 2008 and is chairman of the board's compensation committee. He has earned $1.32 million in board fees and stock since he was appointed.
Initial priorities: “We will continue to optimize profitability and cash flow generation in our individual and family plan business, invest for rapid growth in Medicare and leverage our powerful technology platform,” Flanders said in a news release. eHealth's finances were damaged in 2015 when it tried to compete with the Affordable Care Act's exchanges, forcing the company to lay off 15% of its workforce.