I removed and replaced mine with in one days time, and that was with interruptions, by myself with no prior experience other than general wrenching. It is a long process only for the first time, as you determine what is next in the process. It truly is just a nuts and bolts off, nuts and bolts back in procedure. No tolerances to check, or clearances to spec.
Soak everything you think you are going to put a wrench on with a penetrating oil days in advance, even twice a day for a few days if you have a rust prone jeep.
When tackling something for the first time and it looks intimidating, Lay underneath the jeep the day before and look at everything you will need to remove to drop the trans. When you see a bolt that will have to come out, check to see that you have the right tool to get to it (i.e extension, short or deep well socket, wrench) Nothing worse than getting 75% done and realizing you will need a 12pt 13mm deepwell socket on a 6" extension with a swivel, which you don't have on hand. You can then set these tools aside for the tear down and know they are handy.
The biggest removal thing I can remember was the two top bolts don't allow for a wrench to get in there real well, an extension and swivel on an impact worked for me, and off hand the only thing I can think of that you can't see until you get the trans pulled back and down is a shift fork retainer clip on the shift fork that can be pretty brittle from years of being in there, they are dealer items for around 11 bucks, online for like 3.00 and definitely worth replacing once you have the trans out. And a pilot bearing puller, which is a rental item at any auto store.
Plan your attack and other than time, some frustration and some bruised knuckles, you'll save a lot of money and know more about your jeep in the long run.