First: Completionist - Forget that now. For real, you'll not see a quarter of the possibilities on a single playthrough. Don;t hang yourself up on that, focus on having fun.
Then. Failing checks such as in dialogue isn't a bad thing. You get a different outcome, some of which are more fun.
If you're going Explorer mode, and want to do some talking and exploration, and do some ranged damage?
Ranger [any] combo with Rogue [any]
17 Dex, 15 Cha and go for it. 18/16 on level 4.
Edit: Yes, you can have Wyll talk for you. But again, don't worry so much. You don;t have to make every check.
Last edited by rodeolifant; 31/07/23 07:02 PM.