Cheers to mhadden for the time and effort to post this D.I.Y.
I did the first oil change on my 5.7 a couple hours ago.
Here's a few observations:
I found the entire job to be very easy but a bit more time consuming than most vehicles due to the skidplate and aircraft-type oil filter bowl + plug.
First of all, if you try and do an oil change on this truck using a normal oil catch pan, you are ASKING to have oil splash all over, etc. etc. The low viscosity of the oil this engine uses plus the angle of the oil pan drain are the reasons why. After reading a few of the posts concerning this, it was obvious that a taller container would solve the problem nicely. I used a 4-gallon steel bucket that sits 10.5 inches high at the top. It easily caught the entire 7.5 quarts of hot oil with zero splashing and zero mess. I had the truck's front wheels on a couple short sections of 2" x 12" wooden plank that gave just a little more room to work underneath the truck.
The oil filter bowl is designed a somewhat like the main oil filter on the turbine engine I have for an avatar currently. The plastic drain nipple works just fine if you run a piece of rubber hose from it to your oil catch bucket. Just seat it into the filter bowl quickly and squarely and no oil will run out the sides. The filter bowl O-ring does have a slight tendency to want to roll or pinch when re-attaching the bowl. There are two old techniques used on aircraft oil filter bowl O-rings that can be done beforehand to prevent this: The first is to put a film of vaseline (a.k.a. Petrolatum in aviation maintenance) on the O-ring; it works better than engine oil for getting the O-ring to slip past the bowl housing lip. The second is to take a metal pick (dentist pick), lift the O-ring from its groove, and run the pick around the circumference of the filter bowl 2 or 3 times with the O-ring riding on top of it. This will take any twists in the O-ring out.
IMO, doing this oil change is no big deal. Just plan on some extra time to accomplish it and use an appropriate catch container for the oil.