Can Multiple Transparent Proxies Work Simultaneously on macOS?

Hi everyone, I’m looking for some clarification regarding "Transparent Proxy configurations on macOS".

We have a requirement where multiple security/networking solutions may need to use a "Transparent Proxy" on the same macOS device. For example, one solution may be used for web security/SSL inspection while another solution is required for a different security or network traffic use case.

My questions are:

1.Does macOS support configuring and running multiple Transparent Proxy providers simultaneously on the same device? 2. If multiple Transparent Proxy configurations are deployed through MDM, how does macOS determine which proxy handles the traffic? 3.Is there any limitation on the number of Transparent Proxy configurations/providers that can be configured? 4.Can multiple Transparent Proxy providers coexist if they handle different traffic, applications, or network interfaces? 5. If multiple providers are configured, is there a supported mechanism to define priority, ordering, or traffic routing between them? 6. Are there any differences or limitations across recent macOS versions, particularly macOS 15 and macOS 26? 7. Is there any Apple documentation or recommended architecture for deploying multiple Transparent Proxy providers on the same Mac?

If anyone has implemented or tested a setup with multiple Transparent Proxy providers on macOS, I’d appreciate any insights, documentation, or real-world experience.

Thanks! Vijay

Can Multiple Transparent Proxies Work Simultaneously on macOS?
 
 
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