Resolving Outlook Synchronization Issues (2026)
Outlook is a powerful email client, but synchronization issues can be frustrating. In this article, we address the most common sync problems and how to resolve them.
Common Synchronization Issues
Recognizing Symptoms
- Emails do not appear in Outlook while they are in webmail
- Sent emails do not appear on other devices
- Folders are not synchronized
- Deleted emails come back
- Outlook hangs at "Synchronizing..."
- Error message "Cannot connect to server"
Solution 1: Check Account Settings
Verify IMAP Settings
- Go to File > Account Settings > Account Settings
- Select your account and click Change
- Check these settings:
Incoming server (IMAP):
| Setting | Value |
|---|---|
| Server | mail.yourdomain.nl |
| Port | 993 |
| Encryption | SSL/TLS |
Outgoing server (SMTP):
| Setting | Value |
|---|---|
| Server | mail.yourdomain.nl |
| Port | 465 |
| Encryption | SSL/TLS |
Check Authentication
- Click on More Settings > Outgoing Server
- Ensure that "My outgoing server (SMTP) requires authentication is checked
- Select "Use same settings as my incoming mail server
Solution 2: Clear Outlook Cache
Outlook stores emails locally. A corrupted cache can cause sync issues.
Rebuild OST File
Note: This may take some time with large mailboxes.
- Completely close Outlook
- Press Windows + R and type:
%localappdata%\Microsoft\Outlook - Find the .ost file with your email address in the name
- Rename the file (e.g., to `old_account.ost`)
- Restart Outlook
- Outlook will rebuild the cache from the server
Start Outlook in Safe Mode
Test if add-ins are causing the problem:
- Press Windows + R
- Type:
outlook.exe /safe - If sync works in safe mode, disable add-ins via File > Options > Add-ins
Solution 3: Synchronize Folder Structure
Check Subscriptions to Folders
With IMAP, you must subscribe to folders to see them:
- Right-click on your account name in Outlook
- Select "IMAP Folders
- Click "Query
- Select all folders you want to synchronize
- Click "Subscribe
Configure Sent Items Folder
Ensure that sent emails are stored on the server:
- Go to File > Account Settings > Account Settings
- Select your account > Change > More Settings
- Go to the "Sent Items tab
- Select "Save items in the following folder on the server
- Choose your "Sent" folder
Configure Trash/Deleted Items
- Same steps as above
- Go to the "Deleted Items tab
- Select the correct trash folder on the server
Solution 4: Adjust Offline Settings
Set Synchronization Interval
- Go to the Send/Receive tab
- Click Define Send/Receive Groups
- Select "All Accounts
- Set "Schedule an automatic send/receive every to 5-10 minutes
- Ensure that "Perform an automatic send/receive when exiting is checked
Make Available Offline
For full synchronization:
- Go to File > Account Settings > Account Settings
- Select your account > Change
- Under Offline Settings, set the slider to "All
- Or choose a specific period (e.g., 1 year)
Solution 5: Troubleshoot Connection Issues
Check Firewall and Antivirus
Some security software blocks Outlook:
- Temporarily disable your antivirus
- Test if sync works
- If it works, add Outlook as an exception in your antivirus
Check Proxy Settings
- Go to File > Account Settings > Account Settings
- Select your account > Change > More Settings
- Go to the "Connection tab
- Ensure that "Connect using HTTP is disabled (unless needed)
Solution 6: Repair Outlook Profile
If other solutions do not work, create a new profile:
Create New Profile
- Close Outlook
- Go to Control Panel > Mail (Microsoft Outlook)
- Click on "Show Profiles
- Click on "Add
- Name the profile
- Reconfigure your email account
Delete Old Profile
Only after successfully testing the new profile:
- In Mail configuration, select the old profile
- Click on "Remove
Solution 7: Repair Outlook
Perform Office Repair
- Go to Windows Settings > Apps > Apps & features
- Search for Microsoft Office or Microsoft 365
- Click on "Change
- Select "Online Repair (more thorough than "Quick Repair")
- Follow the instructions
Issues with Specific Folders
Drafts Not Synchronizing
- Go to File > Options > Mail
- Scroll to "Save messages
- Ensure that "Automatically save drafts is checked
- Set the location to the server folder
Calendar Not Synchronizing
With IMAP accounts, the calendar does not synchronize automatically:
- IMAP only supports email, not calendar
- Use CalDAV for calendar synchronization
- Or synchronize the calendar separately via another service
Prevention: Avoid Future Issues
Regular Maintenance
- Compress folders periodically: Right-click on folder > "Compress Folder"
- Archive old emails locally
- Keep your inbox manageable (no more than 10,000 items per folder)
Keep Outlook Up to Date
- Go to File > Office Account
- Click on "Update Options > "Update Now
- Install available updates
Related Articles
- IMAP vs POP3: Which email protocol should you choose?
- Setting SPF record: Prevent your email from being marked as spam
- Reading and understanding email headers: Find the source of problems
- More information about email services at Theory7
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