Yes, I could not use the Wingman sticking out, so I went with a Jack. I am getting good long range with that, no complaints, but haven't tried the Wingman to compare ranges.
I started with an OEM batwing and eventually, the amplifier in it died (hence the Jack on the Winegard mast), so I agree if you are going to add a Wingman to an older batwing, don't do that. Get all-new.
EDIT--now that I have played with putting the Jack on and off, I think you can just put the batwing with Wingman on the other way around so the Wingman sticks out the other side. Not sure. I am not going out in the dark and rain to see if that is so, but pretty sure.