Haven't found any tricks, unfortunately. It's such a pain that I currently have the t-case skid and transmission skid dropped to fix my transmission cooling situation and figured I'd change the filters as well.
I'm kind of glad I have to... otherwise I'd never drop the t-case skid and pull all the sticks, mud, and debris off of it. I threw it out in the driveway and pressure washed, foam cannon'd, and rinsed it as well. Looks great, minus the gouges and wear marks...
You can top off your transmission fluid with the skids on. Not sure why you'd have to, unless you experience some kind of failure like I did. But it's possible.