255 character limit catcher
Path Length Checker is a free utility, with a very simple purpose: it helps you find file paths in a directory which exceed the 255-character limit in Windows Explorer. It can be downloaded here: https://github.com/deadlydog/PathLengthChecker/releases/tag/v1.9.1
No install is necessary. Just click the 'PathLengthCheckerGUI.exe' file and the utility will open.
Select a particular directory, and then click 'Get Path Lengths . . . '. You can choose to review path lengths within a specified character count range, or replace certain paths with shorter versions in the search results to see what changes to the directories will get you under the 255-character limit.