Bob has great ideas.
I'd take it outside, block it up in the air a bit, and start filling it with water.
Throw a couple ratchet straps around it once it's about half full, then roll it on every side and see where it leaks.
Then go crazy with silicone.
You may even be able to adjust the door to get it to close right. They usually leak at the seal on the hinge side.
I've fixed lots of humidors by filling them with water, I wouldn't be afraid to do the same with a winador. If there's solid state panels that might get wet, I'd think about taking them out.
You want to move fast because the foam lining can get waterlogged.
You have a BIG leak, Jason. I don't think it's your drain if you had it puttied up good. You could just use duct tape if you go ahead and water test it.