The Bachelor Caitlin Clemmens -- 5 things to know about Colton Underwood's 'The Bachelor' bachelorette, PLUS Photo Gallery 12/28/2018 Caitlin Clemmens will be hoping to leave The Bachelor engaged when Season 23 premieres in January. Read More RELATED NEWS 'The Bachelor' alum Sydney Lotuaco pregnant with her first child'The Bachelor' alum Colton Underwood reacts to 'The Bachelorette' alum Gabby Windey coming out as gay'The Bachelor' alum Colton Underwood: I'm only about 75% gay TAGS: Bachelor in Paradise The Bachelor Tia Booth Caitlin Clemmens Becca Kufrin, Colton Underwood The Bachelor