Kelsey and Dan met while working together at school- Kelsey was teaching and Dan's job was finding job opportunities for her students. Immediately, Kelsey and Dan clicked. Dan quickly started making extra surprise visits to her classroom and Kelsey's students fell in love with him just as quickly as Kelsey did! Dan finally made a move by inviting her to a Camp Kessem fundraiser. They were accompanied on this first date with Kelsey's sister Kristin, and Dan's parents.