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We first met Jason in season four of The Bachelorette, when he was on the hunt for DeAnna Pappas's heart. He made it the final two, but she ultimately went with Jesse Csincsak. Single father Jason won over Bachelor Nation and became the next Bachelor on season 13. When he got down to the final two women, basically every Bachelor and Bachelorette's biggest fear came true — feeling that you picked the wrong person.
Jason chose Melissa Rycroft, but on After the Final Rose, he revealed that he still had feelings for the runner-up, Molly Malaney. Melissa gave him her engagement ring back, and Molly came out on stage. Jason asked Molly for a second shot and said that he was still in love with her. That second shot happened, and the two ended up getting married and having a family! And they even beat the Bachelor odds and are still together.
Arie Luyendyk Jr. from season 22 famously did the same, first proposing to Becca Kufrin, then leaving her and getting engaged to Lauren Burnham.