In June of 2016, Jacob and Sydney were invited to participate in the PaSSS program at Penn State York. They quickly became close friends and enjoyed spending time between classes going to get pizza. In the evenings, they would get Dairy Queen after classes. Throughout this time, Sydney and Jacob's friendship got even stronger. They both made the decision to go to University Park in 2018. At this point forward, their relationship flourished and on March 24th 2019, Jacob and Sydney started dating. On June 17th 2022, Jacob proposed to Sydney and surprised her with a trip to University Park. They spent the trip going down memory lane, soaking in their favorite restaurant's and memories. They finished the trip creating a new memory at Mt. Nittany Winery to celebrate their new beginning.