After 30 years in finance, David Goldburg’s dream was fading.

His resume was good. Goldman Sachs prop desk. Managing money for Michael Milken. He tried to start his own hedge fund. His timing was bad. It didn’t work.

He couldn’t land a job. He networked. Met with headhunters. All he got was a sharp sense of his options narrowing.

At 55, he was too expensive. Hedge funds, many of them hurting, could hire two or three youngbloods for the price...