Why not both? Build a pure bard and play four a few hours, say until level 3. Then build a pure rogue and play the same again, and see what feels more Bilbo to you.
I think very many of your questions are best answered with "try it and see" rather than trying to nail everything down in advance.
Especially if you're new to the game, I think it's probably best to expect some false stats, playing for a bit, realizing a major flaw, and then starting fresh
Haha I wish I could instead of annoying everyone on here, but unfortunately I've only got a PS5! 😭
