Bret and Alyssa met for the first time when a mutual friend invited both of them to join a coed volleyball team. They got along well from the start and got to know each other better throughout the volleyball games, growing a friendship. After a couple months Bret officially asked Alyssa out on a date where they went on a bike ride through the park. They continued spending time together, going on dates, and growing their relationship.

Bret and Alyssa got engaged on September 18th, 2021. Bret asked Alyssa to go for a hike on the mariner trail along Lake Michigan. The trail contained many scenic views and works of art. Their hike ended at a large themed flower garden called West of the Lake Flower Garden. At the end of the tour, after Alyssa took a couple hundred photos, Bret dropped to a knee and asked her to marry him. She excitedly accepted the proposal.