For Windows 7 you have to manually force-install an update (from Microsoft) which unlocks further ESU updates. One can view this either as modifying software for ensuring interoperability (which is allowed in most of EU) or as bypassing DRM (which gets you a jail time under DMCA).

For Windows 10 you have to obtain Enterprise LTSC license. Those come only via volume-deals and are not officially available for us mere mortals. On the other hand, in EU reselling licenses is explicitly allowed (no matter what EULA tells you) and there are tons of dirt-cheap second-hand LTSC licenses. Again - one can see this as either outright stealing or exercising your consumer rights.

No idea how that applies to US laws.