The former Newcastle "director of football" (or whatever position Ashley gave him) is set to lose a Chelsea landmark to John Terry when Chelsea face Wolves on Saturday.
England defender Terry will captain Chelsea for the 299th occasion, if he plays this weekend, and that will eclipse Wise's 298 match total.
The record is still held by Ron 'Chopper' Harris, who captained the Blues on 324 occasions.
Terry used to clean Wise's boots at their old training ground.
Wise: "It's fantastic.
"People are always at some stage going to break your records and achieve something and if there's one person I'd like to see do it, it would be John.
"He has come all the way through and done fantastically well, I'm chuffed to bits for him. He is a true Blue and a boy who always wanted to achieve a lot as a young kid.
"All those times he spent out there on his own, training and doing what he could to make himself better, have paid off, so well done to him.
"When you are a leader you have your own personality. I had my own personality, John will have his and the next captain that comes along will have his as well.
"The good thing is that he has come through and done exceptionally well. If there is one person you are pleased to be captain and take over your whole appearances and achievements then it's John, because he's a homegrown success who has always wanted to do it. And he was certainly one of the best boot cleaners I ever had."