Ryan and Stephanie first met while both working at Harbor Freight Tools in 2014. They started off as coworkers and slowly became friends as the years passed. They both liked each other but were both too nervous to make a move. It wasn't until Ryan was leaving the company that he decided to ask Stephanie out on a date. He figured that even if she were to say no, he at least wouldn't have to deal with any awkwardness that would follow. Luckily, for him, she agreed and the rest is history.