TBH, I think DR will be judged by what he does up to and on the trade deadline and not by his 'choice' of Rolston. It isn't like he had time to properly pick a new coach, he had at most 5 hours to pick the new one, that meant it was going to be someone from inside the organisation, who they knew at least a little. So i see no reason to judge how Rolston does and blame/praise DR for it.
However, i would expect DR to be active at the deadline and either trade off a load of useless players, make a big splash (ROR style), or if we go on some amazing run, trade for the final piece of the puzzle