Thad: I am not sure what exactly you wish to analyze, but GNU Backgammon has some roll out capabilities. Plus, it can be run in "Tutor" mode as far as I remember.
(hide) If you are waiting for your turn, click on "change" next to the "refresh" on the main page, then set refresh the page to 30 seconds to get your turn to move displayed faster. (Servant) (show all tips)