Chris O'Flinn, 65

Chris O'Flinn, 65

Former career: Human resources executive at Mobil (pre-Exxon) and AT&T
New venture: Annuity Web site

O'Flinn is a serial entrepreneur, who has moved on and off the corporate ramp. After his former employer Mobil Oil was acquired by Exxon, he took a severance package and co-founded Coalition Purchasing Group, a company that helped big corporations purchase health-care contracts, with former Mobil colleagues. It was acquired by Aon (AON). Then, O'Flynn went to work in human resources for four years at AT&T. Now he is using his human resources expertise once again to create another startup, ElmAnnuity.com, which helps employers introduce their retirees to fixed annuities. The new venture is slowly catching on. "Educating customers is the biggest challenge," O'Flinn says. "When they do start understanding the risks of retirement we are talking about, it will be a real sea change."