The Complicated, Interconnected History of The Bachelor Franchise

We first met Bob on Trista's season, but he was third runner-up that go around. He was a fan favorite because of his class-clown nature and he wound up being the season four Bachelor.

He was charming and affable, and when it came down to the final two, he picked Estella Gardinier. The two broke up shortly thereafter, and he went on to marry and divorce soap-star Rebecca Budig.