Jason and Kara started dating in 2002. Kara's family, Kurt, Jamie, Kayla, and Karly quickly welcomed Jason into their family. Jason felt that Kayla and Karly were like younger sisters. Jamie really enjoyed having Jason around. At the time however, Kurt didn't see the potential of what would eventually become his 'favorite' son-in-law. In 2004, Roger, Kurt's brother was experiencing kidney failure. He had already received a kidney donation from his sister almost 20 years prior. This time Kurt would donate to him at the University of Wisconsin - Madison. The surgery took place during the planning of Jason and Kara's wedding which took place in 2005. The same year their first child Rylee was born. The surgery was very successful for Roger and helped him to live a much higher quality of life until he passed away in 2014. Unfortunately, a couple years after the surgery Kurt began to experience a decline in his kidney function. In 2012 it became apparent that Kurt would need a transplant. Thinking that there would be a line of people between his kidney and Kurt, Jason quickly volunteered!