Olen made it “official” after a cabin weekend with Tori’s friends on New Year’s Eve, and he asked her to be his girlfriend on January 5. Olen and Tori took turns driving back and forth to see each other every weekend after they made it official.

A few months into their relationship, Tori initiated a scary, but exciting conversation about their future and their long-term potential, as she had to make plans on taking the Bar Exam in either Tennessee or North Carolina. Olen encouraged Tori to take the North Carolina Bar Exam, which led to the relationship getting pretty serious! Tori graduated from law school in May of 2022, then the weekend after taking the North Carolina Bar Exam in July, Olen and Tori moved in together in Waynesville.