I'm sure in a race situation the spinnaker (which ever sort) goes up before you furl/drop the headsail. With a really good set the kite ought to be halfway to the hounds before the mark's past the transom, no?
As far as DDW goes, I think it's too easy to get sucked into the powerful feel of the 'reach' vs the run, and end up sailing more distance than you can make up for in speed. This, though, does depend on true wind speed and the type of boat. I'd think with a standard cruiser/racer like the B411 deeper may well work out better exc in the lightest air.
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)
1984 Fast/Nicholson 345 "FastForward"