Jo,
I don't know that I wouldn't try it, as well. I am not that familiar with that hitch but, if I recall, that ball height is roughly the same as a Rivco with a 6" drop.
On your safety cables, I have something rigged up similar to this...I don't have access to my photos at the moment but you can easily fab up something along these lines out of a piece of flatbar on a drill press.
Work out your lengths then connect two chains to the hitch frame, hook the cables from the trailer into the chain ends and then, hook into the spreader bar with the hooks. If the tongue falls out of the reciever, you're covered...if the coupler comes off the ball, you're covered. If you are concerned about tongue height, maybe you can put the spreader between the ball and the tongue for a little lift.
Below is a diagram of the BRP trailer plug. Unless you are willing to cut the cord on the trailer for the Wing, then you will need to build an adapter to use it on the Spyder and the Wing.
You'll end up buying an receptacle from BRP to make the adapter. I'd venture to guess that if you do get it rigged up behind the Wing, it will see more mile behind it than the Spyder.
I don't know if you are a trailer hauler or a Pakit Rack guy but don't forget to rig up an isolator. Personally, I like EC's isolator with the plug n play sub-harness. Quick clean install, durable relays (so far). The "under trunk" trailer plug receptacle mount is a worth-while project. Keeps the plug out of the road spray and funk. It's hardly detectable on the bike when not towing.
Now, you know as much about it as I do. Good luck and let me know if I can help.
Z