It's just Ainge being cute. This is becoming an issue with him.
I'm pretty sure this was Brad's choice more so than Ainge.
Wasn't it was Brad who told him how well he'd fit with us when he worked out?
For those that have great respect for Brad, you should be pleased that Ainge puts this much trust in his eye. Goes a long way, having a leader trust the troops like that.
Now hopefully Jaylen delivers. I'm sure he's reading all this crap tonight with eyes wide open...