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The complexity in Pathfinder can be a lot to deal with if you aren't used to the system and the kingdom management in Kingmaker is...an aquired taste (Wrath is so much better)
Pillars 2 is really good, and would be a better one to start with....then do Wrath once you're done with that.
If you are experienced in playing Dungeons and Dragons, especially Dungeons and Dragons 3.5, Pathfinder games shouldn't be hard to pick up at all for you unless if you want to do a lot of multiclassing (which can get buggy very quick)
Anyways, yeah, Pillars 1 and 2 are really good. Pillars 1 has the better 'main' plot, Pillars 2's main plot is super thin, because the *actual* main plot is all of the big faction stories. (Think Dragon Age Origins or Fallout New Vegas, where the 'main' plot of actually dealing with the big bad is like 5 quests in total, the main thing you spend all your time doing is exploring the world doing faction quests to build up to being able to do that.) They are very different than WotR's combat though. They heavily favor in-combat-resource-management and tactical positioning. WotR is mostly about prebuffs and alpha-striking hard enough to kill things before they get the chance to wreck you.
Otherwise if you are set on playing either pillars or pathfinder, definitely pillars. Pathfinder is great but a convoluted mess that requires some effort and time to understand but definitely beats the others in terms of build diversity and depth.
If you don't want to dive into WotR right away I's say you have two options:
1. You could play Neverwinter Nights 2. Oldie but goldie but the real thing is it uses 3.5e rules so there is a lot of similarity to Pathfinder - much more so than 5e.
2. Dive into Kingmaker using it primarily as a Pathfinder training run.
Of the two I'd say your best bet is Kingmaker - if your goal here is basically to get ready for a WotR playthrough you might as well start learning Pathfinder. It will pay off hand over fist when you start WotR.
The most important thing to understand is that unlike 5e or DOS or the DA games in Pathfinder you can really, really mess up builds, find yourself completely screwed and have no idea why. It's littered with noob traps. You can also make incredibly overpowered builds that demolish everything in their paths if you know how. The difference between a well built and poorly built party is absolutely colossal in Pathfinder.
If you don't know how to build Pathfinder characters competently then your life will be a misery. If you do it will be fantastic. Because there are so many mistakes you can make they can stack on top of each other making the going heavier and heavier as you fall further and further behind the game's power curve.
Therefore my strongest advice to train up for WotR is to tackle Kingmaker and focus on studying build guides for the game, especially the for companions and other information on how to fight a Pathfinder party effectively. If you beat DOS2 on Tactician I would suggest starting on Challenging, if you beat it on Classic I would suggest Normal, and see how you go.
You want to aim, if you can, to play WotR on Core as this is the sweet spot for a maximally enjoyable adventure for a competent, but not expert, Pathfinder. That's why I suggest going for Challenging if you can manage it in Kingmaker, it will force you to study the system sufficient to attain the necessary competence.
When I jump into Wrath finally I do plan on looking up some build guides. I also plan on downloading some type of mod that allows me to respec for free.
As of now it would be pretty difficult to look up builds with zero knowledge of the absolute basics of the game.
That would be my recommandation too. Kingmaker is really a top-tier CRPG. And it's complex , but not as much as WotR. Quite the perfect introduction to the Pathfinder ruleset.
If you want an epic CRPG to start with, I would suggest playing Baldur's Gate 1 and 2. These games also have a system that is somehow similar to what you can find in Kingmaker, so you will be learning basics that will prepare you for Pathfinder series.