Hi everyone, I know this seems to come up quite a lot in various forms, but I haven't yet found a solution that works well for me and I'm not actually a Windows person much of the time. Background: I work in tech support and do everything currently from first to third line. I'm mainly on Mac and Linux, but some times I need to test GUI apps on Windows. Also there is now a drive to make one of our products more accessible, starting with NVDA/Jaws on Windows. I therefore want a way to be able to reliably spin up Windows VMs for testing that is as fast as possible. At present I would be happy with only Windows10, if accessibility makes this an easier process than older versions. The ultimate would be to have the ability to spin up VMs from Win7 to Win10, with NVDA running. I am happy to use pre-built Vagrant boxes, to save on build time if that is possible. What I have tried so far: I did some experiments with Vagrant and Packer, but this took a very long time and I never really got to the state of getting NVDA installed and running. I then tried with some of the pre-build Windows boxes. The plan was to install chocolaty, then use it to install NVDA. I could not do this over SSH, because the power shell scripts would not run. I tried switching to using RDP, but still could not get the scripts to automatically run, because they were not getting transferred to the box. This may be because my knowledge of Vagrant is lacking. Questions: Is it possible to provision a pre-built Windows box with Chocolaty and then NVDA, using a power shell script that is placed on the machine when the Vagrant script runs for the first time? If not, then is using something like Puppet or Chef the way to go? Or, is the way to get what I want to build the boxes from scratch using Packer? Not sure if this matters but I have found VirtualBox accessibility on the MAc to be really really lacking, so am planning to get the Vagrant Plugin for VMWare, so I can actually access my machines GUI once they are built and working. Thanks in advance for any advice. Jen.