We Hit A Snag Loading Your File: Here’s how we fixed the error

by Madalina Dinita
Madalina Dinita
Madalina Dinita
Madalina has been a Windows fan ever since she got her hands on her first Windows XP computer. She is interested in all things technology, especially emerging technologies... read more
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We Hit A Snag Loading Your File

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Skype is certainly one of the best software when it comes to powering conversations across the globe. And one of the reasons for its efficiency is its stability across multiple devices-computers, mobile, and tablets.

It’s also, of course, free to download, easy to use, and importantly, seemingly very well coded.

But like every other application, Skype will occasionally frustrate by reporting various errors when trying to carry out some tasks. For example, when it comes to file sharing, users once in a while encounter the “we hit a snag loading your file” error.

Now, this is the error we will be looking at in this article. You will learn what causes it and how to troubleshoot the irritating we hit a snag loading your file message problem when using Skype.

Let’s start off.

What causes the error ‘We Hit A Snag Loading Your File’ ?

The issue mostly arises when one tries to download some files from old conversations meaning you cannot save the relevant files on your devices.

This could be as a result of a number of factors including:

  1. The Sender being inactive on Skype

This error has been quite common among Skype users whose partners are no longer on Skype. This means you may not be lucky that if the party who sent you the concerned files has deleted his/her Skype account.

  1. You could be using an Incompatible version of Skype

It’s always advisable to use the latest version of any software. However, initially, a Skype update may fail to run smoothly and generate some problems – like this challenge- when executing common tasks.

  1. Skype Conversations are stored for Only 30 days

A common reason for this error is that Skype stores files, voicemails, and even call recordings on its cloud for only 30 days.

Consequently, any content older than 30 days is automatically erased from Skype servers.we hit snag loading your file skype

We Hit A Snag Loading Your File [Troubleshooting Steps]

Eliminating the hitch revolves around tackling each of the highlighted causes.

Here is what to do:

1. Update Skype

Installing and signing in to the most recent version of Skype could remove the problem.

  • Windows 10

To update Skype in Windows 10, go to the Microsoft Store and check for updates.

  • Windows 7 & 8

It’s easy to update Skype from within the app. as follows:

  1. Sign into your Skype account.
  2. Select Help.
  3. Click on “Check for updates manually”.

If you cannot see the aforementioned Help option, Press the ALT key on your keyboard. This toggles the toolbar back on in Skype (and with it the HELP tab).

On the same note, Microsoft periodically retires old versions of Skype. When this happens, you are automatically signed out of the program and barred from signing in again until after you upgrade to Skype’s latest version.

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– ALSO READ: How to keep using old Skype versions on Windows 10, 8, 7

skype file transfer not working

2. Install Classic Skype

Interestingly, Downloading and installing Classic Skype Here (Click to Download ) does from time to time isolate the issue.

Remember to Log in using your usual Skype ID afterward.

3. Ask The Sender To Login

In some instances, Skype will allow you to successfully download files if the other user is online.

The solution here is to contact the sender and ask them to log into their Skype account after which you attempt to download the required files.

If no success yet, log out then log in again to your Skype account and make another trial.

Still on troubleshooting via Logins/Logouts, some users have managed to access previous files by logging in to their Web Skype accounts. You can hence access your Skype online via Web Skype then click the image/file you desire to download.

4. Check Skype’s Health Status

The Skype Status page is another useful support tool from Microsoft and can help you diagnose further Skype issues that could be preventing the loading of files.

Steps to follow:

  1. Go to the Skype Status page and see if there are peculiar reported issues.
  2. Follow the page’s recommendations on any raised issue.

5. Check Your Internet Connection.

A bad connection may cause files to drop. An easy of telling that you are experiencing a low-quality internet signal is the notification saying “Poor network connection” each time you’re using Skype.
Here are some suggestions:

  1. Switch to a Wired Connection from a Wi-Fi.
  2. Close any streaming video or audio applications such as Netflix until you are done.
  3. Pause an ongoing heavy file download as it could be eating up your bandwidth.

6. Turn Off VPN

Another possibility is turning off your VPN– at least temporarily- as this has been reportedly bringing problems as far as file transfer is concerned.


While Skype is one of the most robust communication apps. around, it’s not perfect and will have its issues such as the “we hit a snag loading your file” error.

And since it’s caused by issues like your software being out of date, a conversation being too old, or your partner’s Skype account being inactive, users are advised to take the mentioned steps.

In summary, download, and backup, your Skype files regularly.  Alternatively, you can ask the sending party to login into Skype again.

You can as well update your Skype version to the latest version or try the classic edition.


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