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Should I choose Linux or Windows Server>

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jwaustin

Well you had to ask so I immediately thought Windows but you sound competent so it swings back to Linux. If you get to decide, go with Linux but consider something you don't need to set up from scratch. The last time I did one of these, used ClarkConnect. That is now ClearOS and I'd give it a look as you can buy support for it if you move on or get tired of admin all of the time and want to delegate to the less trained.