^^^^ All great advice,
Not at all hard to do if you've done it before.
My advice would be to take it in to a "quick lube" place" where you can watch someone do it first, then, based on everything written here, and on what you've learned watching, try it the next time - weather will undoubtedly be warmer, and you'll have the experience of having seen it done.
When the truck's on a hoist, it's pretty easy and fast - changing it on the ground is a bit more of a challenge, especially when you loosen that filter and the excess oil drips down your arm (at least the filter is straight up and down with the hole at the top!).
IMO, the cost differential between paying for an oil change and doing it yourself is pretty small. In the places where you can watch them do it, you can see if they make any drastic mistakes (and don't be afraid to speak up if you see something done wrong).
Having said that, except for a couple of oil changes at the dealer when I first got the truck, I've done all my oil changes myself, primarily because I like to make sure it's done the way I like it, and for my own personal satisfaction.
Good luck, however you decide.
P.S. On my truck at least, the oil drain plug is 13mm.