Jacob and Kendra matched on the dating app Hinge the morning of May 13, 2023, only to unknowingly sit across from each other later that day at Adam and Sadie's gender reveal. They never spoke, but after Kendra left, Jacob asked Adam who she was, only to hear "Dude, that's my cousin. You were just sitting across from her." A message later that night officially started their story, and the rest is history!

After a week of waiting while Kendra was away on her birthday trip to Charleston, South Carolina, Jacob and Kendra finally had their first date on May 25, 2023, at the Silo in Marshall, Illinois. Their second date took them to The Sycamore Winery, making it even more special that a few years later, it would become the place they say "I do"!

On August 1, 2026, Jacob took Kendra out to the apple orchard on his family farm, where he got down on one knee and asked her to marry him. In true Jacob fashion, he couldn't resist telling Kendra she was the "apple of his eye." Later that evening, they celebrated their engagement with dinner at The Silo in Marshall, Illinois, the very place where their love story began with their first date. A sweet, full-circle moment they'll never forget!