Scott, I have started myself to research into this area. The Web browsing from my research is quite good. Braille support is present out of the box so is magnification. I do not know about SSH sessions. The virtual environments are quite good. VM fusion I understand is better than parallels. Below is one resource I have found other than the Apple site. http://www.lioncourt.com/category/apple-inc/voiceover/ One thing I have discovered. The approach Apple has taken to accessibility is very different than windows. that is, if the application is accessible and the user documentation says "drag and drop" something. Then the Voice-Over user must do that. I hope this info helps. It will take a while for you to learn it and having virtualisation will assist with the learning curve. Sean