REID ROSENTHAL ("The Bachelorette" Season 5, Jillian Harris)
Reid is most remembered as coming back to propose to Jillian after she had already rejected him -- only to be rejected all over again. He later found love with his long-term girlfriend of several years, with whom he just recently ended things. Plus, when he was still with his girlfriend, he hooked up with Sarah Newton, who is now living with him in "Bachelor Pad." At this point, Reid is unsure what he wants out of life when it comes to career, love, and money and hopes to figure this out.