The Los Angeles Rams are entering a critical window with Super Bowl-winning quarterback Matthew Stafford, who understandably wants to be compensated for his talents in the form of a healthy raise. But the grass isn't always greener even if it comes with more dollars and respect, as Colin Cowherd advised on his show Monday afternoon.

According to SI’s Albert Breer, Stafford has been a name that has come out in Cleveland as their potential starter in 2025. The Rams recently allowed for Stafford’s representation to find a trade partner (and a new contract) in hopes that the numbers Stafford got could bring them closer to an agreement on a contract extension of their own.

Peter Schrager says Matthew Stafford wants at least $50M per year but the Rams won’t “break their back” to pay him top dollar

Though Matthew Stafford hasn’t requested a move from the Rams ... He has two years remaining on the four-year extension he signed in 2022 after leading Los Angeles to a Super Bowl 56 championship. Like the old Bill Belichick-led New England Patriots ...

Matthew Stafford may be firmly on the back nine, but he is also grossly underpaid. The 37-year-old NFL veteran is only making $27 million for next season. While