Outlook 365 Crashes When Replying to Email on Mac? Fix It

If you’re a Mac user and Outlook 365 crashes when replying to email on Mac, you’re definitely not alone. Many users have reported that Outlook for Mac crashes when replying, freezes, or quits unexpectedly. Whether you’re using macOS Big Sur, Monterey, or Ventura, this bug can make replying to emails frustrating.

Let’s find out why Outlook 365 for Mac freezes when replying and how you can fix it safely — without losing your important data.

Common Reasons Why Outlook 365 Crashes When Replying to Email on Mac

• Outdated Version: Older Outlook builds often cause Outlook crash on Mac while replying due to compatibility bugs.
• Add-in Conflicts: Faulty or outdated add-ins may trigger Outlook reply crashes Mac Outlook 365.
• Corrupted Outlook Profile: A damaged profile can make Outlook for Mac stop working when replying.
• Cache or Database Corruption: Data corruption can lead to Outlook Mac freeze when replying.
• macOS Update Issues: After macOS Ventura or Monterey updates, users face Outlook 365 reply crashes on macOS.
• Oversized Mailbox: A large mailbox can slow performance and cause Outlook 365 reply crashes during forwarding or replying.

How to Fix Outlook 365 Crashes When Replying to Email on Mac?

1. Update Outlook for Mac:

Go to Help > Check for Updates to install the latest version. This often fixes stability and Outlook reply freeze Mac problems.

2. Run Outlook in Safe Mode:

Hold Shift while opening Outlook. If it works fine, disable problematic add-ins under Tools > Add-ins.

3. Rebuild the Outlook Database:

Use Microsoft Database Utility to rebuild your Outlook data. This helps resolve Outlook 365 reply crashes on macOS Monterey caused by file corruption.

4. Repair or Recreate Outlook Profile:

Go to Applications > Utilities > Outlook Profile Manager and create a new profile. This step can fix Outlook for Mac quits when replying.

5. Clear Outlook Cache:

Navigate to ~/Library/Caches/com.microsoft.Outlook and delete cache files. Then restart Outlook to fix Outlook 365 reply crashes on macOS Ventura.

6. Check macOS and Outlook Compatibility:

Ensure both your macOS and Outlook are updated to the latest compatible versions.

7. Backup Outlook Data Before Fixing:

Before making any major changes, always back up your Outlook data to prevent loss during repair.

The Smart Way to Prevent Outlook 365 Crashes and Data Loss

Fixing Outlook 365 crashes when replying to email on Mac manually can be time-consuming and risky. If something goes wrong during rebuilding or repair, you could lose your entire mailbox.

That’s why professionals recommend using the MacUncle Office 365 Backup Tool — a trusted solution to secure your Outlook 365 mailbox before fixing crashes or rebuilding profiles.

Why Choose the Tool

Here’s why this tool is a must-have for every Mac Outlook user:

Safe Backup Before Fix: Keeps your data secure before you rebuild or repair Outlook.

Selective Backup Options: Choose specific folders or date ranges to back up only what matters.

No Data Loss: Prevents data loss during crashes or troubleshooting.

Supports All macOS Versions: Works smoothly on Big Sur, Monterey, and Ventura.

Easy to Use: User-friendly design for both beginners and professionals.

Multiple File Formats: Save Outlook 365 data in PST, MBOX, EML, MSG, and more.

Complete Privacy: All data is stored locally, ensuring 100% security.

Example Scenario

Imagine you’re replying to an urgent message, and suddenly Outlook 365 Mac reply fails — the app crashes and won’t reopen. If you had already used the tool, your emails, contacts, and attachments would be safe. You could reinstall Outlook or rebuild the database without any data loss.

Additional Tips to Keep Outlook Stable on macOS

Regularly back up Outlook data using tool:

• Avoid storing too many large attachments in your mailbox.
• Keep macOS and Outlook updated.
• Clear cache and rebuild profiles periodically.
• Disable unnecessary add-ins to prevent Outlook Mac crash during reply.

Final Words

If Outlook 365 crashes when replying to email on Mac, it’s usually due to outdated builds, add-in conflicts, or profile corruption. However, before applying any manual fixes, make sure your data is backed up.

Using Tool ensures your emails, attachments, and contacts stay protected while you troubleshoot the problem. With this tool, you can fix issues confidently, prevent future crashes, and maintain a smooth Outlook 365 stability on Mac experience.