The more annoying part about this is that `WPR -status` says nothing's recording and that running `WPR -cancel` will return an error if no profile is recording. So that's garbage in and of itself.
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Thanks Max,

I tried launching ConEmu with the basic and cmd flags and that seemed to get it to follow the expected behavior (resizing to a monitors resolution). I reset my settings and the...

Surface Book 3000x2000 resolution @ 200% scaling
U2715H external Dell monitor 2560x1440 resolution @ 100% scaling

As an example, I'll use PowerPoint 2016.
On the clipboard monitor, it displays...