macOS Sequoia Blocking VPN? Here’s How to Fix Issues with Messages and iCloud

macOS Sequoia, Apple’s latest operating system release, has introduced a range of new features designed to enhance security and performance for users. However, along with these improvements, some users have encountered unexpected issues—particularly those who rely on Virtual Private Networks (VPNs). A growing number of people have reported problems using essential Apple services like Messages and iCloud while connected to a VPN. For those who use VPNs for work, privacy, or security, these disruptions can be frustrating and disruptive.

In this article, we’ll take a closer look at why macOS Sequoia is causing these problems, what the specific symptoms are, and most importantly, how you can fix or work around these issues to get your VPN and Apple services working together again.

Why macOS Sequoia Blocks VPN Usage?

macOS Sequoia introduces stronger security measures to protect users’ data, particularly in how it manages network traffic for services like Messages and iCloud. These tighter controls make the system more selective about trusted connections. VPNs, which reroute internet traffic through secure servers, may be seen as a security risk by macOS, especially with protocols like WireGuard and OpenVPN. This can lead to conflicts where Apple services like Messages and iCloud fail to function or experience delays, causing frustration for VPN users.

Users encountering this issue typically notice it immediately after updating to macOS Sequoia. The most common symptoms experienced when using a VPN include:

• Messages Failing to Send or Receive: When connected to a VPN, Apple’s Messages app often fails to send or receive texts. Users report that messages either don’t appear to go through, or they are delayed for several minutes.
• iCloud Syncing Issues: iCloud services, including Photos, Notes, and Files, stop syncing properly. Files uploaded to iCloud don’t appear on other devices, and changes made in apps like Notes are not reflected across other Apple devices.
• AirDrop Not Working: AirDrop, which allows users to wirelessly share files between Apple devices, becomes unreliable or stops working entirely when a VPN is active.
• FaceTime and Other Apple Services: Some users have also reported issues with FaceTime calls not connecting or dropping when VPNs are enabled, as well as problems with other services tied to Apple’s ecosystem.

macOS Sequoia and VPN Conflicts: Solutions for Messages and iCloud Problems

For users encountering issues with VPNs blocking Messages and iCloud on macOS Sequoia, the following detailed solutions can help resolve these problems:

1. Switch VPN Protocols

One of the most effective fixes is to switch your VPN protocol. Some protocols, like WireGuard and OpenVPN, seem to cause more issues with macOS Sequoia due to how the system handles network security. By switching to IKEv2, which is more stable and compatible with Apple’s networking system, you can bypass many of these problems.

• Open your VPN app and navigate to the settings or preferences menu.
• Look for the option to change the VPN protocol. This is usually found under “Connection” or “Advanced” settings.
• Select IKEv2 from the list of available protocols.
• Save your changes and reconnect to the VPN.

Many users have reported that switching to IKEv2 resolved the issues with Messages and iCloud syncing, allowing both services to function properly while the VPN remains active.

2. Disable the VPN Kill Switch

The kill switch is a security feature found in many VPNs that automatically cuts off internet access if the VPN connection drops. While this feature enhances privacy, it can interfere with the way Apple services like Messages and iCloud function. Disabling the kill switch may allow these apps to communicate properly while connected to the VPN.

• Open your VPN application and go to the settings or security options.
• Locate the Kill Switch feature, which is often under “Security” or “Advanced” settings.
• Toggle the feature off or uncheck the box that enables it.
• Save your changes and reconnect to the VPN.

This fix has worked for many users who experienced disruptions in syncing messages or files when using iCloud with a VPN. While disabling the kill switch reduces security slightly, it often solves the problem of blocked Apple services.

3. Enable Split Tunneling

Split tunneling is a feature in many VPNs that allows you to route specific apps outside of the VPN tunnel while keeping other traffic secure. By enabling split tunneling for Apple apps like Messages and iCloud, you can allow them to function normally without being affected by the VPN.

• Open your VPN app and navigate to the settings menu.
• Find the Split Tunneling option, typically located under “Connection” or “Advanced” settings.
• Enable split tunneling, and select the specific apps that should bypass the VPN (e.g., Messages, iCloud).
• Save the changes and restart the VPN.

By allowing Apple services to bypass the VPN, you retain the security of your other internet traffic while ensuring that critical apps like Messages and iCloud work smoothly.

4. Adjust macOS Firewall Settings

macOS Sequoia’s firewall can sometimes interfere with VPN connections and block necessary traffic for apps like Messages and iCloud. Temporarily adjusting your firewall settings can resolve this issue, allowing the VPN to function properly without blocking Apple services.

• Go to System Settings on your Mac, and select Network.
• Navigate to Firewall settings and click Options.
• You can either disable the firewall temporarily or allow the VPN connection through by adding your VPN application to the list of allowed apps.
• After making the changes, reconnect your VPN.

Once your VPN is allowed through the firewall, Apple services should work without interference. Just be cautious when modifying firewall settings, as disabling the firewall entirely could leave your system vulnerable. Always re-enable it after testing.

5. Use a Different VPN Provider

If the above fixes don’t resolve the issue, you may want to consider switching to a VPN provider that is known to work well with macOS Sequoia. Certain VPNs seem to have fewer issues with Apple’s new network security measures. For example, users have reported success with ProtonVPN, which has been able to support Apple services without the same blocking problems.

• Research VPN providers that are compatible with macOS Sequoia. ProtonVPN and others have been recommended by users for their stability.
• Download and install the new VPN software from the provider’s official website.
• Set up your account, and configure the settings to suit your needs.
• Once installed, test if Apple services like Messages and iCloud are working smoothly.

Switching to a VPN that is better optimized for macOS Sequoia may solve the problem without requiring constant workarounds. Many users find this to be the simplest long-term solution.

How to Fix macOS Sequoia Blocking VPN and Apple Services Like Messages

If none of the previous fixes work, there are a few alternative approaches you can consider to maintain both your VPN usage and access to Apple services without disruption. These alternatives offer different ways to handle the conflict between VPNs and macOS Sequoia’s security updates.

1. Use Apple’s iCloud Private Relay

One alternative to using a traditional VPN is to leverage Apple’s own iCloud Private Relay. This feature, part of Apple’s iCloud+ service, provides similar privacy benefits by encrypting your internet traffic and routing it through Apple’s secure servers, offering a layer of anonymity and privacy while using the internet. However, it’s not a full VPN replacement but can work well for basic privacy needs.

• Go to System Settings on your Mac.
• Select Apple ID, then click iCloud.
• Turn on Private Relay.

This feature helps secure your browsing and hides your IP address, though it may not cover all the functions a full VPN does, such as accessing region-specific content. However, it won’t interfere with Apple services like Messages and iCloud, as they are part of the same ecosystem.

2. Temporarily Disable VPN for Apple Services

If you still need to use your VPN for work or browsing but find that it’s causing issues with Apple services, you can temporarily disable the VPN while accessing services like Messages, FaceTime, or iCloud. This can be an effective workaround if the issues are infrequent and don’t require constant fixes.

• Open your VPN application and click Disconnect when you need to use Apple services.
• After finishing your work in Messages or iCloud, you can reconnect to the VPN.

While this is not an ideal long-term solution, it offers a quick way to resolve any conflicts when you need uninterrupted access to Apple services.

3. Wait for Updates from VPN Providers or Apple

Sometimes, these issues are caused by temporary incompatibilities between new macOS updates and third-party VPN software. Both VPN providers and Apple are likely aware of the widespread complaints regarding VPN issues on macOS Sequoia. It’s possible that upcoming software updates from either your VPN provider or Apple could resolve these problems.

• Check for VPN software updates regularly by visiting your VPN provider’s website or checking in-app for updates.
• Ensure your macOS is up-to-date by going to System Settings > Software Update.
• Monitor forums or support pages where users share solutions or update information regarding these issues.

In many cases, developers will release patches or fixes to address known problems, making it a good idea to keep your software up to date.

4. Try a Hybrid Solution: Use VPN on Other Devices

If you’re having constant issues with using your VPN and macOS Sequoia, consider using the VPN on other devices where Apple services aren’t critical, such as on your phone or tablet, while using macOS for Apple services. Many VPN providers offer multiple device licenses, meaning you can still maintain security and privacy across your other devices.

• Download your VPN’s mobile app or install it on other computers or tablets.
• Use macOS Sequoia for services like Messages and iCloud without the VPN, while keeping your browsing or work-related activities protected on another device.

This hybrid solution allows you to continue using the VPN for what you need without compromising the functionality of essential Apple services on macOS.

Conclusion

macOS Sequoia’s security updates have caused widespread frustration for VPN users, particularly those reliant on Apple services like Messages and iCloud. While the enhanced privacy measures are beneficial, they have led to conflicts with VPN traffic. However, by trying solutions like switching VPN protocols, disabling the kill switch, or using split tunneling, most users can find a fix that works for their setup.

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