Allison and Brendan met many years ago at Holy Cross Elementary School before reconnecting in the spring of 2022. Allison's sister Jessica, who was in Brendan's class at Holy Cross, had been "instagram stalking" Brendan and encouraged Allison to "follow" him on Instagram. After a few back and forth messages they went on their first date on the C&O canal, where they walked Allison's puppy Booker, and then went out for drinks and oysters. That night Allison texted Jessica that she had "found her husband.” Brendan was just as excited about his date with Allison, calling it "the best first date" he had ever been on. In August of 2023, Brendan proposed to Allison while walking their dogs on the Cabin John Trail followed by a special surprise engagement party thrown by Jessica and Mrs. Stone.