I did exactly that for the Y. gloriosa in shown in my previous post Will: I drilled a 1/4" weep hole in it with a 12" drill bit. I hated doing that, but it lives on. I don't want to do that to this one because I don't want to add another fungus or bug entry point. What I'm considering doing is what the kids these days call 'extra' which means over the top: I may fashion a cover out of copper, seal it with silicone, and add 3 ports in it:
1 port for a torch or oil lamp wick, which would remove water from it much like a really slow siphon. The wick would be pulled through and ultimately housed in a 1/2" PVC pipe.
1 port for an air intake which would have a faucet screen as a bug guard. This would be made of 1/2" PVC pipe. I'd rig a small fan to blow on the inside of the trunk to help keep it dry. Finding and powering the right-sized one would be a project in itself!
1 port for air to exit from. This would be made of 1/2" PVC pipe and would have a faucet screen as a bug guard.
I know this all seems like a lot but this is one of my best Yuccas. It's my 2nd biggest. I've done similar things for remote wildlife cams to keep them from fogging up and getting cobwebs and wasp nests in them - and I was successful.