January of 2016 Sydney started working at the UW-Platteville Call Center where Jake had already been working. From the moment Sydney walked in Jake could not stop looking at her. After a few weeks of casually sitting next to Sydney at work, and making fun of her while they were talking to alumni on the the phones, Jake finally asked Sydney to hang out outside of work. She agreed and by March they were officially dating.

They continued dating and working on their degrees. Jake graduated in December of 2017 and moved to Sun Prairie to begin working. Sydney graduated in May of 2019 and then moved out to Sun Prairie. Sydney then attended a program for the Eye Field. After graduating from that program the coupled moved to Menomonee Falls in Spring of 2020.

Their relationship continued to grow throughout the years and on March 22, 2022 Jake proposed to Sydney in Montepulciano, Italy.

Par for the course, the couple has taken their time planning the wedding, but are so excited to celebrate with their friends and family August 3, 2024.