I've recently switched from a PC to a Mac. I got a 13" MBP and one of the Henge docks. I'm not sure if the problem at this point is the dock, or my understanding of the Mac's sleep/wake function. But after being asleep or turned off for a long time, it often won't wake. My understanding was that when the MBP is closed and is connected to an external keyboard, mouse, and monitor, that it should wake when the monitor is turned on and/or a key is struck on the keyboard. Sometimes when this happens the external monitor is blue, which tells me it is getting some kind of signal from the mac, because other times the monitor has a floating display that says 'check signal cable' or something, which tells me it's not getting any signal from the Mac. In all these cases, it usually is resolved when I take the mac out of the dock and then re-insert it into the doc. But I don't want to have to do that all the time, or every day. It will also usually work (meaning wake up when a key is struck) when it's been left for shorter periods. I don't know if it works then because it's in a different category of sleep mode or what.