Ok, I've figured out the problem here.. When shutting down/restating the PC, (by power button or Window's menu). Windows starts closing applications at it's own will, meaning it closes winamp and RR. Well, the problem is that winamp MIGHT close first, and if that's the case, RR will have no way of knowing which song and where winamp was playing before it got closed out. so when it restarts, chances are it will not be able to resume.Originally Posted by Tsleon
I am not sure if there's an easy way out of this. I do know that if you were to set your PC to hibernate (instead of power off), that it would work fine (and FASTER). The only way RR will be able to resume after a power off is if you use the Power Off, Restart or Exit of RR to perform such function (or before doing so).