I would absolutely recommend the Rockchucker over just about any other press. I'm not sure about the kit, I'd have to see what's in there that you can actually use and what you can toss in the trash. You will very quickly want a digital scale but don't let that beam scale get too far away... you'll want to cross check against the digital regularly. First thing, learn to zero/calibrate your scales and do so every time you start and whenever the scale is moved or bumped!
There is no reason you can't use the single stage press to load for your AR, unless you're trigger happy (which is not a bad thing!). I do all my accuracy loads on the single stage but I do have an old (I mean really, really old!) Dillon 550 that I do all my blasting AR/AK ammo on, although I do seat all my primers with a Lee hand tool (I have the old Lee prime tools, I have not heard much good about the new ones). If you want a progressive, there is Dillon and... um... Dillon!
I use BoreTech brass cleaner in a Thumblers Tumbler, which does a great job cleaning the brass. As to dies, I use mostly RCBS although there are some probably better (which the folks who make them seem awfully proud of, judging by the price!). When you get .223 or .308 dies, make sure they are SB dies, that is Small Base, specifically for autos. For accuracy, you will want a full length die set and a neck die (I use neck dies on my bull barrel AR upper without problems).
When it comes to manuals I think the Lyman and Hornady books are great to start. Sierra, Speer and Nosler also have good books but Nosler tends to cheat a bit and use a lot of custom guns for their testing, even on common calibers.
Reloading can be relaxing and even fun but you can't have any distractions... kids, TV, that kind of thing, while you're working. It can also be very rewarding when you learn to load ammo that shoots those itty-bitty groups!
Cheers,
crkckr