Watching the Ashes, and thinking back, I can't help but think captains always set poor fields to tailenders
(for fastbowlers)
First - PUT A THIRD MAN IN! They will nick a lot. And don't let them get 4 for it.
Second - don't use a mid on or midwicket. They won't be on driving or tucking you off your pads. They're tailenders. A mid off, maybe, but even that's probably silly.
Anyway my field to a tailender would be:
Third man, fine leg, 3 slips, 2 gullies (one a fly slip/deep gully), point, square leg