The 49-year-old was in Dunedin last week for the B grade national super championships hosted by the Otago and Otago University squash clubs.
Chileshe played for Lugton Park (Waikato) and helped them secure second place.
The event attracted 18 teams, with 10 of the 11 New Zealand squash districts represented.
Bay of Plenty clubs picked up the spoils.
The Te Puke Squash Club won the women’s title, and the Mount Maunganui Squash Club collected the men’s trophy.
If the Chileshe surname sounds familiar to you, that is probably because he has two sons playing high-level squash.
Lwamba and Temwa Chileshe represented New Zealand at the Commonwealth Games last year and the brothers play on the international circuit, where they regularly face top-100 players.
They are based in Sheffield, England, and are working with Nick Matthew, a three-time British Open and World Open winner.
"They are just thriving at the moment," Chileshe said.
"Currently they are in the US for some tournaments there and they are doing all right.
"They’ve just gone into that next tier up."
That means more prize money, but stiffer competition as well.
The brothers are ranked just outside the top 100.
There is no secret where they get their talent.
Chileshe is a former Canterbury No1 and is still very handy with a racquet.
He blames "old age" for his drop to B grade, but B grade is kind of the new A grade in some ways.
While the likes of Paul Coll (world No5) and Joelle King (world No4) are performing with distinction around the world, the talent drops away sharply.
And Chileshe said there really were not enough A grade New Zealand players to host a proper national tournament.
"I think we are at a stage where there is some B grade players coming through, but we haven’t got the next tier up — the A1 players," he said.
"When the boys were coming through as juniors they were A1, whereas the juniors we’ve got coming through at the moment are B1 or just into the A2s."