I have a setup similar to dereks, except the can is a 33 gallon garbage can. I still end up with a lot of stuff in the vac, but maybe 1/4th as much as there would be without that goofy dust deputy thing.
What I did find out with the dust deputy, though, is that the inlet is a clogging point for plane shavings. If I was less messy and wasn't so tightly spaced in the shop, I would dustpan the plane shavings first, but I'm not, i'm not and I don't. I run an input into the garbage can through the lid and have the line to the vacuum through the top of the dust deputy (and stick a piece of cardstock onto the DD's inlet to block it). If I ever use power tools (like a planer) again, I'll run it, but it's a pretty worthless device for plane shavings and an incredibly overpriced piece of moulded plastic at $60 (without the bucket). It's really nearly beyond me how they came up with that price. I found one discount, even at that, it was really underwhelming what you get for the money.
We also have a no-shoes in the house policy, but my wife is really over the top about clean in general, so it has nothing to do with woodworking.