Hi Rodelio, thanks for responding. We have done all updates prior to my post and as instructed. We installed the latest driver package for Surface from the Microsoft site. I will validate with the surface app again and will test again when the tablet is not on the road. I have a feeling its not current driver related, but a victim of over automation. So our workaround to enabling rotation is this, you have to have the keyboard attached and then move the keyboard behind the surface where it detects you want to be using it like a tablet. It doesn't do this when you simply remove the keyboard. Unfortunately we have a hand carry case, so its a bit awkward to move the keyboard to the back to do that. Anyway, once the system detects the keyboard "in the back", the rotation feature activates and then rotation lock option is no longer greyed out. If you rotate the tablet in portrait mode and then pull off the keyboard while its behind the tablet, the rotation is still active and stays unlocked and works as desired. My preference is you do not make rotation capability dependent on the keyboard at all. Meaning, make the rotation lock button always customer controllable regardless and do not disable rotation automatically. Nobody is rotating the tablet with the keyboard on in the front, so the risk of it accidentally rotating is very low. If they do do that, they can press the rotation lock themselves. Either that or also enable rotation when the keyboard is removed regardless if it is behind the surface or not. I believe this will remove this problem permanently for anyone (and I have seen others complain about this same issue on reddit and other places).