O’Shaughnessy, 30, began his career with the Chiefs in 2015. He hardly saw the field in Kansas City, though, and he was traded to New England in 2017. Before that campaign started, the Jaguars claimed him off waivers, beginning a five-year stint in Jacksonville.
O’Shaughnessy took over the starting role with the Jaguars in 2018. The 2020 campaign was his most productive, when he posted 28 catches for 262 yards. The seasons before and after that one, however, saw the former fifth-round pick miss significant time due to injuries. Overall, he played 57 games in Duval County, totalling 104 receptions, 1,022 yards and three touchdowns.
The Jaguars made a notable addition to the tight end room this offseason, signing former Giant Evan Engram. While there is a possibility he could see time as a slot receiver, his addition adds a different element to the position than what the team previously had. The Jaguars also have Chris Manhertz and Dan Arnold under contract for the 2022 season.
In Chicago, O’Shaughnessy would join a rebuilding Bears offense. The team already has Cole Kmet at the top of the depth chart, along with veteran Ryan Griffin. Still, O’Shaughnessy could provide experienced depth at the position as he looks to extend his career.