one thing to watch - if there is a chance that you might forget to handle it between 2nd exhibition and first regular season game, you might want to redshirt sooner than that - like if work might suddenly swallow you up or like if you might decide to go out with friends, get buzzed and forget about HD when you get home
not that that ever happened to me and I missed a redshirt on a player who I took only because of the redshirt plan
nope, never