JV, it can't hurt to use it, but I'm not sure how necessary it really would be.
I've never force cooled any of my motorcycles in the past and I've always had box fans near by.
Normally when a motor heats up, it does this evenly throughout the motor. Crank, pistons, bearings, cylinders etc. Not sure if you cool the outside and it's the trickle down effect on the innards, if that's good.
I could see a "potential" issue if you were to cool down the outside and the innards were still at operating size AND you decided to restart and take it for a spin. I think I'm splitting hairs with my off the wall speculation.
If it feels good to cool down the motor after a hard romp, like walking down a horse after a good lather, I say go for it.
So all that rambling and I've said nothing to help you out.
Now I do have one suggestion that I've used on all my streetrods or modified auto engines, that's Masterlube.
With the Wedge motor using all automotive type bearings, this could be a good thing to have in place.
Click here for Masterlube's website When you go to their website, my '40 Willys is top center.
They make different sizes. I always used their 2qt system, but they do make a smaller 1qt system.
Here's how it works.
You have a pressure tank that holds 1qt of oil and then enough head room on top, about another 1qt in empty space. It has a schrader valve on top of the tank. You'll need to know how much oil pressure you typically make at full throttle. If you make 60psi, then you pre-charge the tank with 60spi. On the bottom of the tank there is a one-way electric check valve. The line from the check valve gets placed in the oil pressure feed port.
Before you start your motor, you turn on the main ignition key and you hold up a spring loaded switch that is supplied with the kit. While holding up on the switch you watch your oil gauge. As soon as you oil pressure on the gauge, you release the switch and start your motor.
Now you've used some of the oil from the tank, but when you let go of the switch, the oil stops flowing into the motor. At this time the air pressure has also dropped due to the loss of oil through the valve. Because the valve has a check in it, as soon as you start your motor, the motor oil system will fill back up the Masterlube tank and it's ready for the next startup. Simple as that.
I would always use it if the motor was cold, and usually if the motor had sat for a couple hours. Gas station stops it was not necessary to pre-lube the motor every startup.
While writing this I thought, how does this work with the oiling system on the Wedge or a Harley, but I just saw on the website they do supply kits for Harleys, so the Wedge S&S should not be a problem.
It's that easy. NEVER start your motor dry when you have a Masterlube system.
I was happy with all my system installs.
Just a thought to share, take if for what it's worth.