You can enable long names in Windows, essentially removing that restriction and giving you the power of all the sub folders up to something like 26'000 characters.
- Open the Registry Editor.
- Go to HKEY_LOCAL_MACHINE\SYSTEM\CurrentControlSet\Control\FileSystem
- Find the LongPathsEnabled DWORD value, double-click it, and set its value to 1
- Restart your computer
- Be free and happy
People having to buy new hardware for new software is and has been normal forever.
People losing access to their software because the OS changes how it deals with something did happen, but that is not something anyone wants.