I would stay away from Ryobi unless you are really not going to use it much. Much more of a homeowner level product than a pro product, and you'll have and use it forever.
While there are a ton of brands out there, the three big ones are Dewalt, Milwaukee and Makita. There are advocates of all three. I prefer Makita, and think Dewalt is a step below the other two, but ask 5 people and you'll get 5 opinions.
With cordless tools you mostly pay for batteries. Again, unless you are barely gonna use them, get at least a 3.0 battery and an 18v/20v system. The problem with that dewalt system you linked is that the batteries are only 2.0.
I'd rather start with just the drills: (brushless makitas on sale for $189. with 3 volt batteries):
https://www.homedepot.com/p/Makita-1...3SYB/316360442
(There are always good black friday sales.) If you go this way then you have decent sized batteries at 3.0 and you can just add the actual tools you want as you need them. This may be all you ever need, but maybe you'll want more. And you can reuse the batteries in the new tools, and the tools you buy after this are fairly cheap if you get the package without batteries (which you won't need cause you'll already have two). Check amazon - they sometimes have great prices. Just make sure the batteries are 3.0 minimum.
Then, of course, you need to pick one of Makita, Dewalt and Milwaukee and be a dick about it.