SOLVED: Of course I figured this out shortly after posting. I'll post the 
reason for this rather strange problem for anyone who might encounter the 
same thing.

I accidentally set RDP to use "High 8-bit color". This is why I assumed 
high contrast was enabled. Because JAWS takes over the video card it 
couldn't handle the 8-bit color and thus the machine pulled the blue 
screen. I'm not sure who's to blame for this. Microsoft for putting 8-bit 
color in RDP to begin with or Freedom Scientific for having an application 
that can crash the machine in such a way. Either way, problem solved (don't 
use 8-bit color)

On Monday, March 23, 2015 at 10:23:15 AM UTC-6, Tyler wrote:
>
> Hey Everybody, 
>
>         So I’m using Microsoft RDP for the Mac which has worked 
> surprisingly well considering it’s a Microsoft product running on apple 
> technology. I recently ran into a spectacularly interesting problem that 
> I’m wondering if anybody can shed some light on. One of my remote desktop 
> sessions was connecting to a Lady’s Machine, her machine was running JAWS 
> (at the time 14) and she had high-contrast turned on. Now obviously JAWS 
> doesn’t play well with remote sessions but that’s not really the problem. 
>
>         The first time I remoted into her machine everything went well, 
> there were no errors and I logged out. The second time when I remoted in to 
> her machine it got the “blue screen of death” and proceeded to crash and 
> restart. It’s also worth noting that a couple of weeks after I remoted in 
> the first time JAWS started acting up, apparently cutting out frequently. 
> Every since my second remote session I simply cannot remote into her 
> machine without it crashing and getting that infamous blue screen. 
>
>         Okay so it was time for her to get a new machine anyways, so we 
> ordered her a new computer (rather nice, HP, i7 processor etc…) and I 
> started setting it up. Now for reasons unrelated to this issue I usually 
> set up a machine remotely, even if it’s sitting in my office and this is 
> where life gets weird. We have everybody set up on an Active Directory 
> domain so in order to remote into the new machine I duplicated her old 
> Remote desktop profile and just changed the machine name to match the new 
> one I was setting up. 
>
>         Upon doing this I realized that her machine was in high-contrast. 
> I assumed it was some how tied into her AD profile. The machine ran fine, I 
> was able to set up everything as normal (installed office, the free version 
> of Window Eyes etc…). Then I installed JAWS 16 (the demo version from the 
> freedom scientific website). The moment JAWS ran for the first time her 
> brand new computer had the same blue screen and proceeded to crash and 
> restart. 
>
>         The first thing to mention is I’ve got other people on our network 
> who are running JAWS and have remoted into their machines using Mac RDP 
> without issue. The next thing is that a colleague of mine remoted in using 
> windows RDP without issue to BOTH machines mentioned in this email. 
> Eventually I solved the issue by deleting both RDP profiles and re-creating 
> them. I can now remote in to both machines without issue. 
>
>         So to sum up my questions does anybody have any clue how or why 
> this remote desktop profile on the Mac would crash the remote machine ONLY 
> when JAWS is running? These problems were inexplicably tied in with JAWS 
> (debateable whether high-contrast had an effect). We have enough JAWS users 
> on the network that it’s worth my time to try and track down this issue.

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