How to Fix “Manage Custom Files” Not Working in Squarespace

The “Manage Custom Files” feature in Squarespace is truly a lifesaver when it comes to uploading PDFs, images, videos, and any other downloadable resources. But if it suddenly quits on you, it can throw a real wrench in your workflow — whether you’re looking to share a brochure, add a guide to a button, or hyperlink a product sheet. The good news? It’s not like most of the things that we encounter won’t have easy, practical solutions.” In this article, we’ll dissect the most frequent culprits behind upload fails and navigate you through some reliable solutions that can help you get “Manage Custom Files” back to good working condition.

If you’re experiencing issues like:

• I can't seem to get the upload button to work

• Files not appearing after upload

• Or receiving errors for a file that works…

Don’t worry, we'll help guide you through all possible causes and how to fix them.

What Is “Manage Custom Files” in Squarespace?

“Manage Custom Files” is a built-in Squarespace tool that allows users to upload and host files like:

• PDFs

• Images

• Videos

• ZIP folders

• Audio and more

These files can be linked to buttons, images, or text on your website.

But like any tool, it can sometimes glitch. Here's how to fix it.

Common Issues and How to Fix Them

1. Unsupported File Type

Problem: Your file extension is not allowed.

Solution:
Squarespace supports file types like:

• .pdf, .docx, .ppt, .jpg, .png, .svg, .zip, .mp4, .mp3, .mov

✘ Files like .exe, .webp, .psd, or .ai may be rejected.
✓ Try converting the file or zipping it before upload.

2. File Is Too Large

Problem: File uploads silently fail or show an error.

Solution:

• Most Squarespace accounts have a 20 MB upload limit per file.

• For video files, use YouTube, Vimeo, or external hosting.

Try compressing the file using TinyPNG or similar tools.

3. Browser or Extension Conflict

Problem: The upload panel won’t open or behaves strangely.

Solution:

• Use Incognito/Private mode

• Try a different browser (Chrome, Firefox, Safari)

• Disable extensions like AdBlockers, Grammarly, or privacy tools

4. Session Timeout or Permissions Issue

Problem: You're logged in, but uploads don't work.

Solution:

• Log out and back in

• Make sure your account has editing permissions

• Refresh the page fully (Ctrl + F5 or Cmd + Shift + R)

5. Section Bug or Custom Code Conflict

Problem: “Manage Custom Files” is not visible or clickable.

Solution:

• Remove any recent custom code (CSS/JS) and test again

• Check if the issue happens on all pages or just one

6. Squarespace Server or CDN Issue

Problem: Uploads are not completing despite following best practices.

Solution:

• Wait 15–30 minutes and try again

• Try uploading from a different network (mobile hotspot, etc.)

If it persists, contact Squarespace Support.

Alternative Upload Method (If Panel Fails)

1. Go to Settings → Files

2. Upload your file here

3. Copy the generated file URL and use it manually

Or use the Link Editor → File → Upload from inside a text or button block.

Final Thoughts

While Squarespace’s “Manage Custom Files” is generally reliable, it can occasionally fail due to file restrictions, browser conflicts, or temporary server issues. The fixes usually come down to double-checking file types and sizes, troubleshooting your browser, or using alternative upload methods like Settings → Files or the Link Editor → File option.

By following the solutions outlined above, you’ll be able to quickly resolve most upload issues and keep your site running smoothly. And if all else fails, Squarespace Support is just a click away to help resolve rare platform-wide glitches.

A small hiccup with file uploads shouldn’t slow down your workflow — with the right approach, you’ll have your resources uploaded, linked, and live in no time.

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Frequently Asked Questions

• 1) Why doesn't my file upload in "Manage Custom Files"?

  Usually, it’s due to an unsupported file type (like .exe, .psd, or .ai) or a file that’s above the 20 MB upload limit. The file can usually be made to work by converting it or compressing it.

• 2) Are there restrictions imposed by Squarespace on the type of files I can exhibit?

  Yes. Squarespace accepts popular file types such as PDF, DOCX, PPT, JPG, PNG, SVG, ZIP, MP4, MOV, and MP3. Other formats, like WebP, AI, or EXE, are not supported and may not throw an exception.

• 3) Could my browser be causing the issue?

  Absolutely. Browser clashes are often to blame. Extensions such as ad blockers, Grammarly, or privacy tools may be interfering. Attempt using Incognito/Private mode or a new browser (Chrome, Firefox, Safari, etc.)

• 4) What should I do if my uploads keep disappearing?

  This may be because your session has timed out or your account does not have the proper permissions. Sign out, then sign back in, refresh the page fully, and confirm that you have editing rights on the site.

• 5) If the panel still won’t work, what’s the quickest workaround?

  Insert images, videos, and more. Select Content Media Settings → Files or use the Link Editor → File → Upload tab in a text or button block. They both generate a direct file download URL that you can use now or any time in the future to bypass the panel entirely.