He returned again for the 3rd season of Bachelor in Paradise. He quit in week 5.
He first met Ashley Iaconetti during their appearances on Bachelor in Paradise. Their relationship became infamous when Jared continuously rejected Ashley, bringing her to tears over and over.
In May 2018, after nearly three years of "will they or won't they?", he and Ashley Iaconetti announced that they were dating. They got engaged on June 17, 2018, in Mexico, while filming for the 5th season of Bachelor in Paradise. Ashley was tricked into thinking that she and Jared got to decide who should get the date card. Instead, he took her to the place where they first met and proposed.
"Isn't it crazy? Three years ago we met right at this spot on this very beach. I love you so much. You believed in me in time that I haven't believed in myself. You've always been there for me and so supportive, and loving. Don't cry! I don't ever want another day to go by where I don't kiss you and tell you how beautiful you are, how much you mean to me. You're everything to me. You make me the happiest man alive. I had the opportunity to spend the rest of my life with you. So, Ashley, will you marry me?" - Jared proposing to Ashley