In the summer of 2019, Grace was working as a travel nurse in Houston. She was back in Florida to celebrate Kristin's birthday for the weekend. One of the guys who was going to brunch Sunday morning, Stephen, invited Ryan to join. Everything went well at brunch but Ryan had a pool party to go to that his friend was DJ'ing at. While he was there he received texts from Stephen that Grace was asking about him and wanted him to come back and hang with them. He obliged and they ended up hopping around St. Pete all afternoon and evening together. They made plans to see each other in Austin a few weeks later and made the relationship official on their next trip to NYC in September.