If you really prefer the look of the Daemons, then go Daemons... besides, you can also look at Daemons as a way to potentially break into
40k later on since the models are exactly the same between the two systems!

(personally I prefer using the round bases, but squares work well enough in
40k as long as you avoid hard-core tournaments)
As for the difficulties in getting to grips with the army;
a. either forget entirely about the Reign of (comedic) Chaos table to begin with, or else just roll for it in the shooting phase since
DoC don't actually have a real shooting phase worth mentioning.
b. Gifts luckily are generally a waste of pts on your Heralds, unless there's a specific Magic Weapon from the
BRB that you fancy.
Most of the time your Greater Daemon/Prince will again take either a Magic Weapon and/or a Hellforged Artifact as most of the results are well, rather poo outside of a couple specifics.
Those two basically are what leads to a lot of the mainstream headaches that
DoC can cause due to all the added rolling involved.
The rest of the
DoC problems simply stem from god-awful internal balancing of the various units. (ie: Plaguebearers are amazing, Bloodletters are polished turds) There's still ways to make things work, but it will become quite clear that some units are just painful to try and make them work. (looking at you Flamers of Tzeentch!)
Skaven are a pretty good draw though for the current
DoC however, since they're an army of overall poor to average fighters who rely on numbers & their wonder weapons to even the odds. So while those Bloodletters for example are still heinously over-costed for what you get, vs. a bunch of rats they get to still strut their stuff, unlike vs. the likes of Warriors or Elves or Ogres who tend to simply curbstomp them.