We both got invited to guest play in a Friday night co-ed soccer game, for a team that needed extra players that night. A few weeks later when we were helping out the team again, Sterling sprained her ankle. Having only exchanged a few words with each other, Harry carried Sterling off the field, then messaged her on Facebook the following day to check in on her ankle. He admits today that he knew her ankle was fine.
Harry asked Sterling's moms permission a few days before the proposal. Sterling had gone to Big Bear snowboarding for the day, so he called out of work and waited until she got to the mountain so that there was absolutely no chance she would be home. He then proposed to Sterling while they were ice skating on the roof of The Pasea Hotel in Huntington Beach. After she said yes, she noticed the photographer and thought "OMG the hotel's photographer caught our proposal!" until Harry started chatting with her and Sterling then realized he had hired her.