* I don't quite get the "5 minute dropping and
picking up. Have you dropped them all on the floor?
Try dragging the items to the characters portrait, much, MUCH faster. Hopefully even faster later on when more ingredients and misc items properly stack than taking each one slot as is currently.
EDIT:
Alternatively, open 2 inventory tabs, move them next to each other, which can be an easy way to transfer many items.
* From what I heard some later quests and things might give bonus skillpoints yes. And we all expect them to fix the 'use +x item, learn skill and be allowed to use without item' exploit later on aswell. It still feels rather fast, true.
* Yes, NPCs should have different dialogues once certain events have happened. Any and all that do not are bugs, so if you find them it would be beneficial for all of us to report them to Larian!

From what I can tell though, most of the people talking about Jake do have different dialogues once he pointed you forward in the plot. And I suspect the medic not updating is because it would move the plot forward to areas unexplored (moreso than what we already know), so they might just left that out to prevent spoilers. Nothing to prove that, it's just my own hunch

* "-A bit more info on what you drop would be nice as well" I don't get what you mean with this. I was expecting something regarding items, but then you mention info further in the game, and now I am thoroughly confused.
* Check the 360 degrees camera thread around here. Just know if you fully rotate the camera, they never designed areas for that, so they will look rather bland from that viewpoint.
*Oh, talking about bugs, many people mention Evelyn's out of space, but now I recall Diederik and Lady I-forgot-her-name have the same thing going on. Don't recall if I mentioned that, so if not, hereby

* And for the large orc, did you explode the poison barrel? And did he do that while the poison cloud was active? I *think* he's doing the firestrike to nullify the poison, but he indeed aims on his own team and does some massive friendly fire.
*