Caitlyn and Teddy met working at Boston Children's Hospital together. One day, Teddy had an extra ticket to a BC basketball game, where Caitlyn went to college. They decided to go together and had a good time, but when it was over and Cait asked if he wanted to get a drink, Teddy said, "no, that's ok my bike is right over here" and rode away. A couple years later, Teddy finally got his act together and they got that drink.