Thanks for the input guys.
Where do you buy Cannon from? I haven't been able to find anything helpful online for them. But yeah, this is basically what I had in mind, but using the Deutsch HDP20 series connectors.
I think I've talked myself out the epoxy/hole method, just for maintenance purposes... how many times have you guys had to add/remove a wire here or there?
Unfortunately the Switchcraft ones only have up to 31 pins, so I would need 3 of them. Good prices though.
Any other good methods anyone?