pliny the elder at 2011-11-18 20:20:25:
I always had the biggest problem with outlining until I read Lennon & Gerant's "Writing movies for fun & profit."
The book is ok, and there are some good stories, decent advice from busy, commercial writers and sincere mea culpas about the crappy movies they've written/made. However, the outlining section is *gold*, and they have a number of good examples.
Basically a key scene outline, in screenplay format, pretty detailed, that runs to about 20 pages, with action and important/key dialog. I find I get a pretty consistent 5:1 expansion ratio from my outline to 1st draft, right down to the scene level.
Furthermore, this format allows me to spot any serious structure problems up front (acts that are too long/short, action points/beats, etc...). The only downside is that it doesn't give me any sense of pacing or the ability to create a detailed beat sheet ahead of writing the script.