He’s a Midwestern boy who took the NFL by storm. Before his second retirement in 2017, Jay Cutler was known as a record-setting NFL quarterback. After the Denver Broncos drafted him in 2006, he was traded to the Chicago Bears, where he would stay for eight seasons. Before leaving the Bears in 2016, he would set franchise records for career passing yards (23,443) completions (2,020 for a career, 370 per single season in 2014) and unfortunately, for sacks. Jay would be sacked a total of 251 times with the Bears, and these woes would ultimately leave him without a Championship ring. Though he retired in 2017, after Chicago released him, he came back to play for the Miami Dolphins for one season. He retired again at the end of the 2017 season.
However, Jay has experienced a second career on reality television. He began dating Kristin Cavallari in 2010 and the two married in 2013. He has appeared in Kristin’s new reality television program, ‘Very Cavallari.’