The Golden Bachelorette contestant Chock Chapple could win Joan Vassos’ final rose, but his romantic history is troubling. Joan, a 61-year-old private school administrator from Maryland, is no stranger to looking for love on national television. Just last year, she was one of 22 eligible older bachelorettes who traveled to The Bachelor mansion to compete for Gerry Turner’s roses on The Golden Bachelor. Gerry liked Joan, and they even had a great solo date early in the season, but Joan had to leave the show early due to a family emergency.