Chase and Brianna met through mutual friends at the American University where Chase was a barista at the on-campus coffee shop. Brianna would frequent the coffee shop to visit her favorite barista, even though she did not like coffee at the time. Months later, she finally agreed to go on a date with Chase. After both graduating from college, they lived in Washington DC for another few years before migrating north to Cape Cod.

On December 13, 2020 friends and family were getting together at the Cape Cod Winery for what seemed like a typical Sunday. In a private area, Chase asked Brianna to join him for a photo in front of some Christmas decorations, and then Chase asked the room if he could make a 'Christmas Toast' before surprising everyone, most of all Brianna, by getting down on one knee and asking Brianna to marry him. The evening was filled with love, laughter and wine!