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I'd have a hard time working in that environment... Considering a standard server SKU is that much or more for ONE server, I'd be a little pissed if they didn't even want to pay for that for their staff. Might as well make all the employees of a company buy their own Windows licenses too.
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Don't say that too loudly.... It may be the only way I'll get 10 Ent LTSB here, but I don't dislike the staff that much.
It's a small financial company owned directly by the senior management. My direct boss doesn't like paying for things that don't provide a directly quantifiable and measurable ROI, and as a bonus, is not happy that IT falls under him. The desktop / laptop philosophy is if it still runs, it doesn't get replaced, no matter the age. At first I wondered why the previous holders of my job only stayed about 2 years each...
BUT... enough of the derail. Short of jumping into Chef or paying for SCVMM, the winning answer seems to be golden images iced with Powershell and topped a dash of DSC.
SO, my task list, in order:
Build Powershell scripts to do individual configuration steps.
String scripts together to automate major portions of the configuration.
Find out that DSC makes some/most/all of the previous steps invalid or otherwise wrong.
Build master disk images for bare metal DR - (may skip if I can't find similar hardware to build on - wonder how cheap used r720's are now?)
Update Hyper-V golden VM image with past two+ years of patches, etc.