Yet, Caldwell-Pope hasn’t signed an extension with the deadline six days away.
What will it take?
There was gossip over the summer that it would take a deal worth north of $20 million per year to get Caldwell-Pope’s signature.
That’s not an unreasonable demand. It’s up to Caldwell-Pope whether he’d accept less in exchange for more security, but I think he’d get even more as a restricted free agent next summer – maybe even a max contract, which projects to start at more than $24 million.
Caldwell-Pope is a good shooting guard in a league with a dearth of quality wings and a greater need for them as teams go smaller. He’ll be just 24 next offseason, so his next deal should last through his prime.
His preseason didn’t foreshadow a breakout year. He remains a good defender and streaky 3-point shooter. But it’s possible Caldwell-Pope steadies his outside stroke and/or becomes an even more impactful defender. He could also improve his off-the-dribble skills, though his bread is buttered as a 3-and-D player.
Still, it won’t take massive improvements for Caldwell-Pope to hold value. To some degree, the Pistons could view every dollar under the max on a Caldwell-Pope extension as savings.
If his demands remain high, the Pistons could always take another year to evaluate the fourth-year guard. With matching rights, they can always re-sign him in the offseason.