Jacqueline and Andrew met at their friends' Alex and Mike's wedding in September of 2018. They were the bridesmaid and groomsman paired together. Mike's brother, Jay, convinced Andrew to go with him to talk to the Bridesmaid table where Jacqueline was sitting. Andrew and Jacqueline talked about hiking and waterfalls, and Andrew told her about a waterfall by his house at the time near Naugatuck, CT. A week and a half later, Andrew took Jacqueline hiking to the waterfall at Naugatuck State Forest for their first date. In June 2020, Andrew took Jacqueline on a fake geocaching trail to have her look for a box with treasure in the woods. But in the end, he took her to the top of the waterfall and proposed to her.