The former Volts medium pacer took 238 wickets during a 12-year career for the province.
Since retiring in 2012, the team has never been far from his mind.
The 45-year-old has chipped in by doing some specialist coaching at times.
But he recently accepted a role as the commercial manager for the association.
It is a new position. Previously, chief executive Mike Coggan and various marketing staff had done some of the work here and there.
The decision to appoint McSkimming means the organisation has a dedicated person in place.
The Otago Cricket Association has kept a close eye on its finances and is in a healthy position.
But it is forecasting a $100,000 loss in its next financial period, and that is a significant amount.
McSkimming is charged with bringing in some more sponsors to help shift the needle.
"It’s just about looking after sponsors and then looking for new sponsors," he said, as if it was the easiest job in the world.
He is aware the economy is tight and competition for sponsorship is intense.
But he is essentially offering a partnership with his beloved Volts.
"I want to get some excitement back in being involved with Otago cricket, I guess.
"You know, just get a bit of fizz about what’s happening and try and create a bit of energy around games and players.
"It is interesting times for sport, isn’t it?"
Getting people along to watch live sport is a challenge, no matter the code.
Otago games attract good crowds at Molyneux Park but the games at the University Oval are played in front of some very sparse crowds.
"I’ll be trying to get some people on board just by, well, essentially we’re creating a product, aren’t we?
"Both parties need to be getting something out of it, you know? Otherwise it’s just a donation for cricket.
"The whole sponsorship thing is a weird word. It’s almost better to be called a partnership."
McSkimming previously worked for Stockade as a sales manager but was made redundant late last year.
Over the years, he has made a lot of contacts with people who own businesses in the area and he will be leaning on those contacts.
"It’s just a real familiar environment for me and I get Otago. I know the province."
One of his big challenges in the role will be fighting the urge to look out the window at the University Oval and watch the Volts and Sparks playing.
"I can be out there just looking after people, can’t I?"
