My friend, Geoff, emailed me about a book called Money for Nothing by a guy called Ed Ugel [Geoff knows Ugel]. Looked it up on Amazon - it looks good. Excerpt from the Amazon summary below. Full summary and link to purchase here.
Atage twenty-six, Ed found himself broke, knee-deep in gambling debt, and moving back into his parents' basement. It all changed, however, when he serendipitously landed a job as a salesman for The Firm--a company that offered up-front cash to lottery winners in exchange for their prize money, often paid in agonizingly small annual payments, some lasting up to twenty-five years. For the better part of the ensuing decade, Ed spent his time closing deals with lottery winners, making a lucrative and legitimate--if sometimes not-so-nice--living by taking advantage of their weaknesses . . . weaknesses he knew all too well.
Ed met hundreds of lottery winners and saw up-close the often hilarious, sometime sad outcome when great wealth is dropped on ordinary people. Once lottery winners realized their "dream-come-true" multimillion jackpots were not all that they were cracked up to be, Ed would knock on their door, offering them the cash they wanted-and often desperately need. This cash sometimes came at a high price, but winners were rarely in a position to walk the other way. As Ed learned, few of them had the financial savvy to keep up with the lottery-winner lifestyle. In fact, some just wanted their old lives back.