Every time when my other party members want to spend 20 minutes discussing if we go in the left door or the right door. There's no correct answer homie, let's just go.
They plan like for more than half a session (3 hours), and when it comes to execution, due to dice rolls, the kinds of encounters and all sorts of other shenanigans, no one sticks to the plan anyways!
To be fair, I usually setup an open ended situation (You need to accomplish A & B before C happens) then let them plan. I usually have a few contingencies for common things. This npc won't accept a bribe, this guard is super attentive to detail, that door cannot be unlocked from this side, if they make noise here it is going to trigger these adds, etc. Then I sit back and make it interesting when they execute. I think they like that approach. I also try to add time constraints (you need to rescue Important NPC before the spiders kill them, downtime means no more Important NPC.) or other constraints so they cannot plan forever.
As someone just starting out playing dnd, doors have been the biggest enemy for our party so far.
I've literally replaced some of the doors in my 'newbie tutorial dungeon' to just be thick curtains hanging across the hallway just to speed up the process from yet another door-discussion.
