Hi Jeff,
Stem cuttings
I have 1 Hydnophytum moseleyanum stem cutting that developed a caudex from early on:
https://www.flickr.com/photos/terrorchid/12250604113/
... but the rule is that it won't happen.
Leaf cuttings
I've also taken leaf cuttings. Typically they root reliably in Sphagnum but it takes a while. They also develop a mass of tissue that looks like the beginnings of a caudex. But they always die back when transplanting. If you try leaf cuttings, place/mount them in their final location and forget about them.
Caudex cuttings
One plant of mine was in a location that was too wet and the caudex was going bad. I carved it up, each piece with a stem with leaves on it and mounted them. They're still alive after almost two years but they don't recover. They do flower, so it's a way to start again or to save a precious plant.