don't forget to start a little high and work your way down with a chrono to just under subsonic velocity (just the opposite of what you would do with full-bore rounds).
You don't want to start out too low (600-700 fps) and stick a bullet in the bore, not realize it, then followup with the next shot and blow up the barrel.
The great thing about trail boss is it isn't supposed to be too sensitive to powder position within the case. Also, since its so low density, it'll go farther filling up the case.
The stuff I've loaded subsonic have been pretty decent accuracy wise (around 3/4" at 50yds and 2" at 100). Got a 300 blackout project bolt gun in transit from GA Precision currently, hoping it will be more accurate... 16" 1:8 twist bbl, trued rem 700 action. Gonna put it in a B&C Ti takeoff stock and bed it. Should be a really nice lightweight fun gun to shoot 240gr cast .308 bullets at 1000 fps. It'll hit hard as well :)