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Rodney Rothman retired early. Very early.  

Rothman was the head writer of The Late Show with David Letterman. His career was flourishing, and he was being published in The New York Times and The New Yorker. Then he was hired as writer for a network sitcom, Undeclared. When the show was cancelled, he decided to retire. Rothman was 28.  

Rothman chronicled his early start with the golden years in his book Early Bird: A Memoir of Premature Retirement. Life (Part 2) accompanies Rothman on a return visit to the Boca Raton retirement community that was the basis for his book.  Rothman clears up any misconceptions about retirement. There's very little "retiring" about it - in fact, he found it exhausting. Rothman spent his days playing competitive shuffleboard, gossiping over cards, and navigating the social milieus. "It reminded me of high school but it was twenty years, not just four," he notes.

As the months passed, Rothman found himself the object of romantic interest.  He joined a senior softball team and discovered he was the worst player. Amidst these elders, Rothman encountered wisdom, to be sure.  But he also met many people who, even at this late date, were "still trying to figure stuff out."