Originally included as a rebadged version of third-party app PC Paintbrush, back in 1985, Paint has been regularly updated but still has the overriding functionality of that first edition, albeit with support for more file formats and an updated interface.
With a trail of bad, occasionally data-destroying, Windows feature updates in its wake, Microsoft is looking to head as many troubles off at the pass before releasing the Windows 10 May 2019 update next month.
The real sticking point is that this reassignment of drive letters isn't limited to removable hardware such as USB devices, but internal hard drives can also be affected.
Its successor, Paint 3D, has become the default version of the software on Windows 10 since being introduced in 2017.
You try to upgrade the computer to the May 2019 Update, or you have automatic updates turned on in the Windows Update settings. 'For this reason, these computers are now blocked from receiving the May 2019 Update.
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The reason for blocking the update is that it appears to be prone to shuffling the drive letters assigned to USB and SD storage devices.
Microsoft's efforts to ensure a smooth rollout for the Windows 10 May 2019 Update continue with a new notification regarding how the update will behave when users have an SD card or USB storage device plugged in to their PCs.
Example: An upgrade to the May 2019 Update is tried on a computer that has the October 2018 update installed and also has a thumb drive inserted into a USB port. For those that do have something, you can simply remove/unplug the media from your system, reboot and re-attempt the update process. After 35 days, though, that's your lot: you'll have to update before you can pause again.
The workaround is fairly straightforward: unplug any USB drives or other devices, and take out any SD cards.