This is a question for GMs and players alike...
Do you prefer plans to be well conceived and detailed, or do you prefer a more free-form approach to planning?
Personally, I prefer bullet points. Assess the situation in broad strokes, affect each point with a plan and a simple back- up plan in the event things go ploin shaped, and deal with details only as they arise. Here's why:
Minutiae drags game play to a crawl. The interesting bits (ie: actually doing something) are minimized, over quickly, and ultimately less fulfilling.
I've taken to giving my players 3-5 bullet points, asking them to consider which of them is best qualified to address each, asking for "extended" checks -one check ahead of time to represent their planning, handing out boost for good role play and ideas, and another roll when the bullet points actually become an issue- and leaving the so-called minutiae to the final tally of results. I set a time frame for each bullet point, which determines the base time required to complete the entire operation. Maybe I set a # of Success requirement, maybe 1 Success is enough, but I keep the players in the dark about that, for tension. I keep a tally of the other results as well, and those determine boons or bungles in the plan, but only as each bullet point arises.
If left to themselves, many players will spend entire sessions doing nothing but planning, fretting about details and possible snags, and creating elaborate backup plans and contingencies. I'd prefer them to deal which situations as they arise rather than spend four hours playing "but if".
Edited by Alekzanter