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Watch video · Eight years ago, Jake Pavelka starred on The Bachelor. Now, it seems that maybe he’s found love. While in Las Vegas to help unveil Bachelor slot machines at the MGM Grand over the weekend, the season 14 suitor told PEOPLE that he is firmly off the market. “We’ve been dating for about eight. Nov 15, · This Bachelor's no longer a single guy! Just as Vienna Girardi is back on the market, Jake Pavelka has a new lady in his life! The year-old pilot is dating Ashley Ann Vickers, a model and contestant on CMT's Sweet Home Alabama. Caption: She is currently dating boyfriend Taylor Leopold, a product manager at a sandal company. Caption: Jake Pavelka with ex-girlfriend Tenley Molzahn.