[quote='886051022, MasterYourSelf, /thread/823729?answerId=886051022#886051022, /profile/MasterYourSelf'] Is it possible to downgrade … HTTPS traffic without loosing anything while doing so? [/quote] We’re straying from the Apple side of this equation to the topic of TLS inspection in general. The latter is a complex thing, and not something that I have a lot of expertise in. Rather, I recommend that you consult industry standard sources for advice on best practices. Keep in mind that it’s common for third-party macOS apps to not use Apple’s recommended networking APIs [1], but rather build their own networking stack on top of BSD Sockets. Such apps don’t use Apple’s TLS or HTTP implementations, so I can’t offer any insight into what they’ll do if you try to downgrade the HTTP protocol. So, even if you get things working with URLSession, there’s no guarantee it’ll work with, say, a third-party web browser. So, from the perspective of an NE transparent proxy, what we give you is the ability to: Configure which