File names breaking your file sync

Mon, Sep, 2025

Avoiding Issues with cloud file storage
When File Names Break Sync
We’ve seen a number of clients run into frustrating problems with file syncing files to their Explorer/Finder on their laptop or PC – sometimes when using Dropbox or Microsoft SharePoint/Teams. The culprit? File and folder names that are too long or contain characters these platforms don’t support.

Why This Happens

  • Path Length Limits – Every file has a full “path” (folder + subfolder + file name). If this gets too long, the sync tool simply can’t handle it.
  • Unsupported Characters – Symbols like : * ? < > |, Emojis, and even leading/trailing spaces can cause sync errors.
  • Folder Depth – Too many layers of subfolders can add up quickly, even with normal file names.

In plain terms: if a document is buried too deeply or has a name that’s too long, Dropbox or Teams may refuse to sync it, leaving files stuck or inaccessible to others.

The Risks

  • Lost Productivity – Staff think files are saved, but they’re not fully synced.
  • Version Conflicts – Two people work on different “copies” without realizing it.
  • Data Gaps – Critical documents may not be backed up as they never got to the cloud.

Best Practices

  • Keep Names Short & Clear – Aim for descriptive, not encyclopedic.
  • Limit Folder Depth – Try not to go beyond 4-5 levels of subfolders.
  • Avoid Special Characters – Stick to letters, numbers, dashes, and underscores.
  • Review Old Structures – Legacy file shares often cause the most sync issues when moved to the cloud.

How We Can Help

  1. We audit your file structures and advise on the safest way to set up Dropbox or SharePoint/Teams. This prevents sync headaches and ensures your business data is properly protected and accessible.
  2. Or, at the very least we can help if you feel something is ‘wrong’. If your team has noticed “stuck” files, strange error messages, or missing syncs, it may be time for a tidy-up.”

Here is a quick reference sheet for you to download:

File_Name_Path_Limits_Guide.pdf

📞 Contact Anvil today – we’ll review your setup and make sure your cloud storage works the way it should.

Cheers

Ashley Kirk