There's two separate problems here:
1) The device shows an exclamation mark in Device Manager after every reboot;
2) You want to program a non-default (MAME) keyset into the device at boot. (If you don't need to do this; ie, the default MAME keyset is what you want, then you only have one problem, and it doesn't have anything to do with programming the unit.)
I dunno what you have to do about problem #1, but the answer to problem #2 is to drop a shortcut to your Ipac config file in your Startup group, and make sure you have that filetype associated with the Ipac config program. I rigged a CP for my brother with an IPac VE and that did the trick.