sslyze VS mitmproxy

For Internally and Externally accessible websites – Can use hostname or IP address Sslyze command line tool - https://github.com/nabla-c0d3/sslyze/releases - current version is 4.1.0

3) If you are technically skilled then there are programs/scripts you can run that will tell you exactly what TLS/SSL settings your router supports by scanning it. I have used https://github.com/nabla-c0d3/sslyze in the past but that was a long time ago so not sure it still works well

There are many notable open-source projects (SSLyze, CipherScan, testssl.sh, tls-scan, …) and several SaaS solutions (CryptCheck, CypherCraft, Hardenize, ImmuniWeb, Mozilla Observatory, SSL Labs, …) to do a security setting analysis, especially when we are talking about TLS, which is the most common and popular cryptographic protocol. However, most of these tools heavily depend on one or more versions of one or more cryptographic protocol libraries, like GnuTLS, OpenSSL, or wolfSSL. But why is this such a problem?

SSLyze - Fast and comprehensive TLS/SSL configuration analyzer to help identify security mis-configurations.

This statement gives a false sense of security. You can use a transparent proxy, like mitmproxy, to view HTTPS traffic - https://mitmproxy.org/. https://reedmideke.github.io/networking/2021/01/04/mitmproxy-openwrt.html

You'll need to install mitmproxy and set it up on your computer and iOS. I won't go into too much detail here on how to do this, but there are plenty of guides available. This is a pretty good one: https://nadav.ca/2021/02/26/inspecting-an-iphone-s-https-traffic/

TIL this goes back to 2006, how cool! We nowadays have a much simpler version as a mitmproxy example: https://github.com/mitmproxy/mitmproxy/blob/main/examples/ad.... Although it obviously does not work as well anymore with everything being HTTPS nowadays (unless you trust the cert of course). :)

Perhaps you could have your device use a proxy that can do the HTTPS unwrap for you? https://mitmproxy.org/ maybe?

A great way to test the effectiveness of a pinning implementation is by simulating an MITM attack. Tools like Mitmproxy or Wireshack allow us to create a test environment to monitor, intercept, and proxy network requests for a test host.