Benefits of Upgrading to the Latest macOS

Updated on July 4, 2025, by ITarian

Is your Mac running an older version of OS X and missing out on essential updates or security patches?

Whether you’re an IT manager rolling out device upgrades across your enterprise, a cybersecurity expert maintaining compliance, or a startup founder trying to optimize your device fleet—knowing how to upgrade OS X on Mac is vital. Updating your Mac ensures access to the latest features, improved performance, and robust security protections.

This guide walks you through everything from checking compatibility to installing the latest version of macOS, whether you’re upgrading to Monterey, Ventura, Sonoma—or the next big release.

Keeping your Mac’s operating system up to date is not just about getting new features—it’s about improving your security posture and system reliability.

Key Benefits:

• Security: Latest patches protect against zero-day exploits and malware.

• Compatibility: New apps often require newer macOS versions.

• Performance: Enhancements and bug fixes improve speed and stability.

• Support: Apple eventually drops support for outdated OS versions.

Many cybersecurity frameworks recommend regular OS updates as part of a secure endpoint management strategy.

Step 1: Check Which Version of OS X or macOS You’re Running

To determine if you’re due for an upgrade:

1. Click the Apple Menu

2. Select About This Mac

3. Look under the Overview tab for your version (e.g., OS X El Capitan, macOS Mojave)

If you’re running OS X 10.11 or earlier, you’re on a legacy version and should strongly consider updating.

Step 2: Confirm Your Mac’s Compatibility

Before you upgrade from OS X to macOS Monterey, Ventura, or Sonoma, check if your Mac model supports it.

General Compatibility:

To find your Mac model:

• Go to About This Mac → Look for year and model type

Tip for IT Teams: Keep a device inventory using your MDM or asset management system to streamline compatibility checks.

Step 3: Back Up Your Mac

Before making any major system changes, always create a full backup.

Use Time Machine:

1. Connect an external drive

2. Go to System Settings → Time Machine

3. Turn on Time Machine and select the drive

4. Let it complete a full backup

Other options: iCloud, Carbon Copy Cloner, or third-party enterprise backup tools.

Step 4: Download and Install the macOS Update

Now you’re ready to update macOS to the latest version.

From macOS High Sierra and Later:

1. Go to System Settings (or System Preferences on older versions)

2. Click Software Update

3. Your system will check for the latest compatible version

4. Click Upgrade Now to begin download and installation

From OS X El Capitan or Earlier:

1. Open the App Store

2. Search for your target version (e.g., macOS Monterey)

3. Click Get → The download will begin in the Applications folder

4. Once ready, follow on-screen instructions to upgrade

This process may take up to an hour depending on your Mac and internet speed. Make sure your device is plugged in.

Step 5: Post-Upgrade Tasks

After upgrading, complete the following steps to ensure everything runs smoothly:

• Reconnect to Wi-Fi and iCloud

• Check installed apps for compatibility updates

• Update security software or EDR tools

• Restore custom configurations and startup items

• Perform a quick test of core services (email, browser, VPN)

Tips for IT Managers Upgrading Mac Fleets

• Use Apple Business Manager and MDM tools (e.g., Jamf, Mosyle) to automate OS upgrades

• Schedule updates during off-hours to minimize disruption

• Communicate the upgrade timeline to users with downtime expectations

• Audit post-upgrade logs to confirm success and resolve issues quickly

Combine upgrade data with system monitoring for proactive security management.

Common Issues and Fixes

Issue: “This macOS version is not compatible with your device.”

Fix: Double-check hardware compatibility and try an earlier supported version.

Issue: Mac gets stuck on installation

Fix: Force restart and boot into Safe Mode. Re-run the installer.

Issue: Not enough storage space

Fix: Delete unnecessary files or move data to external drives/cloud before retrying.

Frequently Asked Questions (FAQ)

1. Can I upgrade directly from OS X to the latest macOS?

Yes, but you may need to go through an intermediate upgrade depending on your current version.

2. Do I need to pay for macOS upgrades?

No. All Apple OS updates are free from the Mac App Store or Software Update settings.

3. Will upgrading macOS delete my files?

No, but it’s strongly recommended to back up your system first.

4. How often should I upgrade my Mac’s OS?

Annually or whenever Apple releases a major security or feature update.

5. What if my Mac isn’t compatible with the latest macOS?

You can stick with the highest supported version or explore OpenCore Legacy Patcher (advanced users only).

Final Thoughts

Upgrading from OS X to the latest macOS is a straightforward but essential task that boosts performance, unlocks features, and—most importantly—fortifies security. If you’re managing an organization’s devices or securing your own workflow, knowing how to upgrade OS X on Mac keeps you ahead of vulnerabilities and aligned with the best digital practices.

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