Slack couldn’t upload your file? Use these 4 solutions to fix it

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Slack checks all the boxes when it comes to team organization and collaboration. It’s one of the most popular, feature-rich applications out there. The complete control over your workspace is guaranteed and the reliability rarely fails. However, you’ve probably run into a few rare errors which might be cumbersome.

One of those prevents users from uploading files to Slack as they’re promptly informed that “Slack couldn’t upload your file“. There are a few solutions for this below.

How to fix “Slack couldn’t upload your file” errors

  1. Check your internet connection
  2. Clear application cache (for desktop and UWP versions)
  3. Check Firewall
  4. Reinstall the app

Solution 1 – Check your internet connection

Let’s start with a simple workaround and reload the app. This helped some users bothered by a similar issue. Just click the menu in the top left corner and, under View, choose Reload. In addition, you can try zipping the image and sending it that way.

That’s a simple task, as long as you have a program like WinRar or 7Zip. Of course, this is a mere workaround and not a permanent resolution. Also, make sure you haven’t filled the workspace’s data cap which is 5 GB (free plan).

The next step is to check the connection. This can be done by a general checkup of any connection-dependent application. If they work, then we can use a built-in diagnostic tool for Slack. Here’s how to run it:

  1. Navigate to Slack web-based connection-testing tool.
  2. Sign in with your account.
  3. Make sure everything is up and running.

— RELATED: What to do if Slack couldn’t send your messages

Solution 2 – Clear application cache

You have various options when it comes using Slack on a Windows PC. You can go with the standard win32 desktop app, with the UWP app, or give the web-based client a try.

For any of those options, the pilled up cache is likely the cause of the problem. And, in this certain situation, the reason for the “Slack couldn’t upload your file” error.

What you need to do is clear the cached data from the app/client. For the web-based client, you can clear the browser’s cache and look for improvements.

Here’s how to clear cache from all 3 Slack options:

Slack client for Desktop

  1. Open Slack.
  2. Click on the hamburger menu in the top left corner and choose Help > Troubleshooting > Clear cache and Restart.slack reset cache desktop client
  3. You can repeat the action and clear app‘s data as well.

Slack UWP from Microsoft Store

  1. Open Start.
  2. Right-click on the Slack app and choose More > App settings from the contextual menu.
  3. Try firstly with the Repair and, if it doesn’t work, go for the Reset option.slack reset app cache

Browser cache

  1. Press Shift + Ctrl + Delete to open the “Clear browsing data” menu.
  2. Select “All time” as the time range.
  3. Focus on deleting ‘Cookies’, ‘Cached Images and Files‘, and other site data.clear browser cache
  4. Click on the Clear Data button.

— RELATED: What to do if Slack couldn’t find your microphone

Solution 3 – Check Firewall

Another possible reason why your outgoing connection prevents Slack from uploading files might lie in the Windows Firewall string of settings. If the Slack isn’t allowed to freely communicate, chances are it won’t be able to send or even receive files.

Now, we couldn’t suggest disabling it for obvious reasons, but consider adding an exception for Slack in Firewall settings.

Here’s what you need to do:

  1. In the Windows Search bar, type Firewall, and open Allow an app through Windows Firewall.
  2. Click ”Change settings”.
  3. Allow Slack to communicate freely by checking both boxes.
  4. Confirm changes and restart your PC.
  5. Start Slack and look for changes.

Solution 4 – Reinstall the app

Finally, if none of the steps proved fruitful and you’re still stuck with the Slack couldn’t upload your file” error, consider reinstalling the desktop client/UWP app. We still can’t be sure whether this helps or not, but it’s a viable step when something goes wrong with other apps. Slack isn’t an exception.

With that said, we can conclude this article. In case you have any questions or suggestions, consider sharing them with us in the comments section below.



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