We met on the first day that Kail went out to Idaho to go to school. He transferred from a Jimmy John's store that he worked at in Boston and saw Sierra on his first day at work. He thought she was super cute, but before he could say anything she left to serve a mission. Fast forward a year and Kail took a chance and invited Sierra to Buffalo Wild Wings with a group of friends after she returned to Rexburg. This was the beginning of months of hang outs, fun activities, movie nights, and work gossip. Six months after they became friends, Kail swooped in and literally saved the day by picking Sierra up off the side of the road after her car broke down coming back from Utah, gaining her heart in the process. After that day, the rest is history.

A bright summer sun shined down over the lovely couple on their second day at Disney. It was a Sunday and they had planned on visiting Magic Kingdom. His first thought was to propose at Cinderella's Wishing Well, but looking at it upon arrival, there was too much foot traffic and the moment wasn't right. Later, after meeting with a childhood friend that worked at Disney, Kail decided to propose on the ride "Peter Pan's Flight" as they were flying over Never-land. At first, all Sierra could say was "I don't believe you!", but when she figured out what was really happening she got excited and said "yes!"