Like their favorite sitcom, Cassidy and Evan's love story began at The Office. Hellos at the water fountain turned into messages via Instagram, which eventually became long text messages to one another until Evan asked Cassidy on a date. Their first date was at Tria Wine Bar where the pair bonded over their perspectives on life and goals for the future. A bonus for Evan was finding out that Cassidy was named after a Grateful Dead Song. On the next date, the two spent the full day walking around historic Old City in Philadelphia, goofing around, and enjoying each other's company. Soon after this, the two were inseparable.