Thanks to an Windows File Manager (WinFile.exe) which was released as an open-source project by Microsoft about 2 years ago, you can achieve this easily.
WinFile is free and builds available for Windows 7,10 here - https://github.com/Microsoft/winfile
With WinFile you can easily delete paths that are too long on network share.
You just have to map the network share to a drive letter, then proceed to delete files. This will only work on Microsoft server shares. Linux/Mac/other share's are not supported for path too long.
For example, word document named
"A Transport and there is a great amount of Handling Unit Type of test_Thingy.docx"
as 8.3 DOS short name might be
"ATRANS~1.DOCX"
Sometimes you have to go "Back to the Future".
To find many paths that are too long and automate a fix, use Path Too Long Auto Fixer (PTLAF) - a free demo is available. PTLAF supports Network Shares and Linux paths up to 4096 characters long.It can delete paths on UNIX, Mac and other shares!
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