Apple mail network settings prevent content from loading privately

A very specific issue!

It sounds like you're experiencing a problem with Apple Mail where the network settings are preventing content from loading privately. Here are some potential solutions to help you resolve this issue:

  1. Check your network settings: Ensure that your network settings are configured correctly. Go to System Preferences > Network > Advanced > Proxies. Make sure that the "Auto Proxy Discovery" and "Automatic Proxy Configuration" options are enabled.
  2. Disable Web Content Filtering: If you're using a content filtering service or a firewall, try disabling it temporarily to see if it resolves the issue. You can also try whitelisting Apple Mail's IP addresses to allow it to access the internet.
  3. Clear Apple Mail's cache and data: Sometimes, clearing the cache and data of Apple Mail can resolve issues like this. To do this, go to System Preferences > Apple Mail > Preferences > Accounts > [Your Account] > Advanced > Remove Account Data.
  4. Check for updates: Ensure that your Apple Mail app is up to date. Go to the App Store and check for updates. If an update is available, install it and see if it resolves the issue.
  5. Reset Apple Mail's settings: If none of the above steps work, you can try resetting Apple Mail's settings to their default values. To do this, go to System Preferences > Apple Mail > Preferences > Accounts > [Your Account] > Advanced > Reset.
  6. Check your internet connection: Ensure that your internet connection is stable and working properly. Try accessing other websites and apps to see if they're loading correctly.
  7. Contact your ISP or network administrator: If none of the above steps work, it's possible that the issue is related to your internet service provider (ISP) or network configuration. Contact your ISP or network administrator to see if they can help resolve the issue.

If none of these steps resolve the issue, please provide more details about your setup, including your operating system, Apple Mail version, and any error messages you're seeing. This will help me better assist you in troubleshooting the problem.