Jake and Jillian's journey started in high school, where they became close friends. Their bond grew stronger throughout college. When Jillian transferred to the University of Florida, their friendship blossomed into a romantic relationship in 2020. They love to travel, and their first couple's getaway was to Asheville in 2021. On November 18th, 2023, Jake surprised Jillian with a proposal at Black Balsam Knob in Asheville, marking a memorable milestone in their story.