In February of 2018, Alex and Ana both attended a party hosted by mutual friends. Split up for a number of Winter Olympic-inspired games that evening, Ana was on team Jamaica and Alex was on team Canada. Ana noticed that Alex was cute but thought he was already involved with someone else, only to have Alex slide into her DMs later with an unforgettable, "You forgot to take my number at the party." They went on their first date at a restaurant in Downtown Crossing, which ended with a trip to Wendy's for fries and a frosty. Obviously, this was a great first date. They kept going on more great dates as a few months went by. Ana knew she'd be moving to Chicago to attend a master's program but Alex was not fazed. He would ultimately decided to make the move right along with her... and the rest was history.