[Solved] “Windows Media Player Encountered A Problem While Syncing The File To The Device”

About “Windows Media Player encountered a problem while syncing the file to the device”, there is a good chance that the file is hidden. Thus, the best solution is to apply changes to the properties of the file to unhide it. If the issue persists, you should run Windows Media Player troubleshooters, delete Windows Media Player database, turn Windows Media Player off and on again, … You don’t know your ways around Windows and cannot carry out the solutions on your own? In that case, this article could help you out. 


All in all, Windows Media Player gives a good account of itself in quite a few settings. However, once it comes to “Windows Media Player encountered a problem while syncing the file to the device”, you should consider the following possibilities:

  • Hidden files
  • Windows Media Player database is corrupted 
  • Hugs


Solution 1: Change The Properties 

For your information, Windows allows people to hide their files in times of need by changing the properties. That being said, hiding files would complicate a couple of processes and syncing is a prime example. You have a hard time syncing a file using Windows Media Player? Then you should check out its properties and apply changes if necessary. 

  • Step 1: Locate the file you want to sync, right-click it and pick Properties.
  • Step 2: If the checkbox next to Hidden is checked, uncheck it.
  • Step 3: Select Apply, choose OK and sync the file again.

Solution 2: Delete Windows Media Player Database

Corruption could exist everywhere on Windows computers including Windows Media Player database. If the database of Windows Media Player database is corrupted, “Windows Media Player encountered a problem while syncing the file to the device” is one of the consequences. Thus, it’s a good idea to delete Windows Media Player database if the syncing process runs into troubles.

  • Step 1: Press Windows + R to open Run.
  • Step 2: Type %LOCALAPPDATA%\Microsoft\Media Player in Run then hit OK.
  • Step 3: Delete all the files in the folder but leave the folder itself alone. 
  • Step 4: Restart your computer. 
  • Step 5: When the screen comes back on, sync the file one more time and see how things turn out. 

Solutions 3: Run Windows Media Player Troubleshooters

  • Step 1: Press Windows key, type Control panel and hit Enter
  • Step 2: Change View by to Small icons, select Troubleshooting and choose View all.
  • Step 3: Locate Windows Media Player troubleshooters, run each of them and witness the result. 

Solution 4: Turn Windows Media Player Off And On Again

  • Step 1: Press Windows + R to open Run.
  • Step 2: Type optionalfeatures in Run then hit OK.
  • Step 3: In Windows Features, locate Media Features folder and expand it. 
  • Step 4: Uncheck the Media Player checkbox, choose Yes once prompted and select OK. 
  • Step 5: Restart your computer. Next, go back to Windows Features, check the Media Player checkbox in Media Feature and hit OK to enable it. After you finish, restart your computer and give syncing another go. 


How do I sync files using Windows Media Player?

  • Step 1: Connect your device to the computer. 
  • Step 2: Open Windows Media Player then hit the Sync tab. 
  • Step 3: Depending on the sync mode, you could either automate the transfer of media or move the items one by one by yourself. 

How many sync modes does Windows Media player support?

Windows Media Player supports two sync modes:

  • Automatic synchronization: With automatic synchronization enabled, Windows Media Player automatically detects connected devices and sync media on its own initiative. 
  • Manual synchronization: In the case of manual synchronization, Windows Media Player lets you choose items to synchronize and when to synchronize them.

Does Windows Media Player work with Android devices?

Windows Media Player is compatible with android devices. 

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