He ended up popping the question to Kufrin before having a change of heart and calling off the engagement. Bachelor Nation was surprised when he was picked to lead season 22, though he certainly made history - just not in the best way. After narrowing the field of women vying for his attention down to Lauren Burnham and Becca Kufrin, the then-36-year-old Bachelor told both women that he loved them and all but promised both that he was going to choose them - and in a way, he sort of did. We first met the race car driver and real estate agent on season eight of The Bachelorette, when he vied for Emily Maynard's heart.
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