It all began at a mutual friend's house. Trying to appeal to her interests, Ryan told Sydney he liked the Lord of the Rings series and she became smitten (it was revealed three months later that he hadn't seen or read even one). The two casually kept in touch for a few weeks until Sydney finally asked Ryan when he was going to take her on a date. The rest is history.

The happy couple shares a profound love of their cavapoo pup, Scout. On December 27, 2019, Ryan secretly added a tag to Scout's collar that said, "Will you marry my daddy?" After noticing and inspecting Scout's shiny new accessory, Sydney looked up to see Ryan down on one knee. She then restrained from asking if he was sure, and eagerly said "of course."