EULAs don't stand up very well in court, if ever. You're more likely to be punished for fraud (ID theft/impersonation) than actually infringing anything in the EULA, if you were to use someone else's license.
The other thing is that software has provisions for cracking and reversing in many situations, this is mostly in reference to older software, but the case can be made for interoperability of components. At the end of the day the EULA while it may attempt to limit the users rights, it makes no attempt to magically lock the software itself, that is done by the author (and is not always DRM), allowing you to use the software as you wish. Should the software become legacy, there is no real way for the author to disable it remotely. This all changes with install-time DRM schemes... but hey, that's what we're talking about here isn't it?
With content however, should the DRM scheme become broken or unable to authenticate in any way, you are unable to do anything with the content (unless the DRM is weak and you can strip it without requiring the DRM services to still be functioning). This means that content can become broken even on intended devices and services.
In the end it all boils down to the 'I own this book' and 'I lease this book'. Some formats might be better for moving leased books, but you're unlikely to see old-media wanting to sell you files without some lock-in service/hardware.
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