Caroline and Matt first met during their sophomore year at Assumption College. They met briefly through friends at a Relay for Life event and hardly spoke! They crossed paths over the next year when spending time with friends. It wasn't until their senior year, when they lived next to each other in apartments 6A and 6B, that they first became friends. The friendship then quickly turned into something more, and they officially began dating in December of 2017.

After graduating college, Caroline moved to Boston to be closer to work. Matt's job eventually took him to Boston too. They both lived in the city for a few years before moving in together. After a year of living together in the city, they decided to purchase a house in Norton, MA. A few months later, Matt proposed under the trellis at Christopher Columbus Park (one of Caroline's favorite places in Boston).