3/1/2008: Signed a six-year, $36 million contract. The deal contains $13 million guaranteed, including a $4 million signing bonus, a $3.75 million roster bonus in the first year, and annual $250,000 workout bonuses. 2009: $1.1 million (+ $4.75 million roster bonus due in March), 2010: $3.145 million (+ $3.3 million roster bonus due 6/10), 2011: $3.65 million, 2012: $3.75 million, 2013: $6.25 million, 2014: Free Agent. Cap charges: $6,766,667 (2009), $7,361,667 (2010), $4,566,667 (2011), $4,666,667 (2012), $7,166,667 (2013). I think the Bears could easiliy fit Cutler's contract under their cap. They have no money tied into offensive players as is, and are way under the cap right now. If they traded Briggs, I think his 2009 cap number would skyrocket though.