In late July 2017, Jerry's sister in-law, Ashley, decided that Annie would be a good match for her new brother in-law. After several weeks of communicating via phone calls, text messages, Snapchat, etc. they decided to go on a date. On Friday, September 8, 2017, Annie drove up to Choctaw, OK and met Jerry for their first date! They went to Volcano Sushi Bar & Hibachi and then went to Octoberfest, an annual German beer festival held in Choctaw, OK. After their first date they continued communicating daily and planned more dates. After almost 2 years of dating long distance they decided it was time for Annie to move to Choctaw, OK to join Jerry. After 6 amazing years together, Jerry asked Annie to marry him on Christmas Day, 2023.