Jordan and Ashlee met in 2017, while out with friends, at Madrocks bar and grill in Derby, Ks. Jordan's friend, Evan, "bet" him that he would not talk to the brunette that just walked up to the bar. He has never been one to turn down an opportunity to prove his friends wrong, so he did just that. They talked a majority of the evening about similar interests in music, hobbies and even shared a few of the same acquaintances. A couple of weeks went by and they had not communicated much. One afternoon, Jordan tried his luck at a radio contest and won tickets to a Jason Bolland concert. Because he had recently just moved to the area, he could not convince any of his buddies to come down to Wichita on such short notice. He decided to invite Ashlee, so he called her, and she politely declined as she had to work late. Instead, she invited him to come hang out with her and her friend later that evening when the concert was over. Jordan then took the tickets to the cotillion and gave them to a random couple in line and met with Ashlee and Nicole. They started dating exclusively shortly after that and have been together ever since.

Christmas of 2020, Ashlee asked for professional photos of the two of them. Because the covid pandemic had made so many things uncertain, they decided to wait until a later date to set up photos. July 2021 came around, and Jordan decided to surprise Ashlee with a photo session for her birthday. They just had to wait until the end of August, because that was the photographers first available weekend (supposedly). The photo session day finally approached. Jordan surprised Ashlee with the proposal during photos! He then broke the news that her friend, Nicole, had helped plan for everything and she wanted to be called after it happened. Nicole explained she was downtown Wichita and invited them for a celabratory drink. The excitement of the evening continued, when they walked into the back room of the bar, friends and family were there for a surprise engagement party. This all, truly was a HUGE surprise and a great one.