Kate’s coworker Hannah just started dating Sean’s best friend Jack, and she suggested that the four of us go on a double date together. Before firm plans were made, Kate and Sean ended up matching on a popular dating app. They instantly bonded over a conversation about how much they loved their grandmothers and agreed to go on the double date. After one date turned into many, they both felt like this was something special. Sean earned the Casey family approval on a vacation in Maine, and Kate received the double thumbs up from Sean’s mom on Cape Cod. Sean eventually asked Kate’s parents for their blessing to marry her, and proposed on a snowy winter getaway in Vermont.