8. Moneyman Matt Grant selected second-generation Hollywood talent Shayne Lamas over Chelsea Wanstrath on 2008′s 12th edition of The Bachelor, proposing to her, though the relationship went up in smoke later that year. After Lamas married Web entrepreneur Nik Richie in 2010 after a whirlwind courtship, Grant told People, “I thought maybe she had learned from The Bachelor that rushed, one-week relationships and marriages don’t work.” 10. Former NFL third-string quarterback Jesse Palmer found his heart’s target in Jessica Bowlin, though the relationship fizzled quicker than one of his intercepted passes. The ex-New York Giant built a good business relationship after appearing on the ABC show, as he now with works for ESPN as a color analyst.
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