Originally from Amherst, Ohio, Jesse now resides in Breckenridge. He is a professional snowboarder and is one of the 25 contestants vying for the love of DeAnna Pappas in the fourth installment of the ABC reality show The Bachelorette.
In the show’s premiere, Jesse arrives in florescent sneakers and a flamboyant jacket in an effort to impress DeAnna. She gave him a first impression rose for having the courage to just be himself. Jesse got to spend the first week in the mansion with DeAnna, along with Jeremy and Richard.
In the fourth episode, DeAnna chose Jesse for a one on one date after he won a contest where the men had to write love songs for DeAnna. The two went to a theater, where they slow danced as Natasha Bedingfield sang a private concert for them. She presented him with a rose, asking him to continue on in their journey together.
In the final episode, DeAnna introduced Jesse to her family. They seemed to like Jason, the other finalist, more. DeAnna's father said at the "After The Final Rose" special that he knew that DeAnna had already made up her mind when she brought the two home to meet him. In the Bahamas, Jesse got down on one knee and asked DeAnna to spend forever with him. She happily accepted his proposal and the two are currently engaged. They have set a wedding date for May 9, 2009.