When Ryan was offered a job at Chase bank he was thankful for the opportunity for a new career in banking. On July 11, 2016, he and 24 other new hires were greeted by a trainer. Excited to start his new job, he couldn't ignore his lovely new trainer. Little did he realize that was the day he met his future wife. Jessie trained the class like she has done every other time, except this time noticed a very nice guy. Ryan waited patiently for the training to end before making a move. A month later he finally got to ask her on a date! And it didn't take long for both of them to fall in love, it was obvious God had answered both of their prayers.

Within the first few months of dating, they both knew they were meant to be. It was no surprise Ryan would eventually propose. After all, he flew to Maryland to meet Jessie's parents and ask her father for his blessing. On February 19 2017, Jessie was caught off guard, when they went to St Augustine for their 6 month anniversary. After dinner and a walk along the river, under stringed white lights in the courtyard of their B&B hotel... Ryan got down on his knee asked Jessie to be his wife.