Cade and Bailey met one Sunday morning at First Christian church. They began dating in the summer of 2015 when Bailey was 16 and Cade was 18. They began attending Middle Tennessee State University together in the fall of 2017. In March 2018, the couple went on a mission trip to Atlanta, Georgia, to serve the city's homeless population. Cade carried his mother's ring with him every where he went, including on the mission trip. Upon their return, Cade and Bailey were having dinner with the couple that led them on the trip. It was at this dinner on March 9, 2018, that Cade asked Bailey if she would be his wife.