Minnesota is seeking a Day 2 draft asset in return for Greenard, with the Bears owning picks Nos. 57 and 60 in Round 2 and No. 89 in Round 3. A compromise could involve Chicago sending the 89th pick while adding years to Greenard’s contract and boosting his pay to a degree, but not to the level he reportedly seeks, and possibly converting some salary into a signing bonus to improve cap flexibility.
If the deal goes through, Chicago could extend Greenard’s contract by a year or two, enabling a restructuring that front-loads or converts part of his 2025 pay into signing bonuses. This would provide more immediate value on the field while keeping long-term cap implications manageable for a Bears defense that has struggled to generate consistent pass rush.
The Bears have emphasized strengthening the defensive line, as their pass rush ranked near the bottom in sacks and win rate last season. While Chicago has added talent across the second and third levels, boosting the D-line remains a priority, especially with a late first-round pick possible in the mix.
A Greenard trade would align with Chicago’s need for a proven edge-rusher without overcommitting to a long-term, high-cost deal. The move could offer a productive pathway to elevate the defense and support a NFC ascent, provided the Bears can reach a practical financial arrangement with Minnesota.