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12 hours later…
11:47 PM
Today I got an e-mail from Wolfram, Inc. about "Important Changes to Your License" where my license can be used on two devices but only 1 at a time (a 1-simultaneous user license). I've asked Wolfram support if that means I have to be connected to the internet under that license. Otherwise, how could they enforce it?
Am I over-thinking this?
 

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