this is because the default gateway address is outside the subnets 254 ip range and turning off a older server like 03 means you must wait for all the rolls to reset before you can get an ip responce i.e, the server doesn't know it has an .100.X address yet... a host entry or wider subnet range would both solve it if speed is the key issue or a dns entry may be fine as a stop_gap until the server fully wakes.