Here is how one guy did it, I just bought a "new to me" ENCO 111-1450 and need to change oil soon so found this on youtube.
There is a lot of fiddling around in this video before the guy gets to what one might term, the pertinent info, that is about the 10 minute point so you might want to "jump" to that part to see what he did that was cool.
He used aluminum tape to build a little trough then tape it under the drain plug so it directed the oil out to a plastic tub. Seemed to work well until he got tired of holding the tub, switched to a plastic cup and it over flowed for a nice mess...
If I were to do it this way, I'd get a scrap section of PVC pipe, I have plenty, then make the trough so it is taped to the PVC pipe then tape that under the drain plug. Oil flows into trough, into tube, out far enough so my catch tub can simply sat on the floor in front of the lathe.
Before removing the drain plug be sure the contraption is all supported to I can remove the drain plug and walk away and let it drain for an hour or more.
It might help to start up the lathe and let it run a while to heat up the oil? I would also get a large magnet and place it in the bottom of the gearbox, but before that I would use my strong pickup magnet to dredge the bottom of the gearbox for any possible metal bits resting there, this of course would apply if you remove your gear box cover.
Bob