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For macs there’s tools like https://proxie.app, it will present a custom cert you can install on the iPhone to let it debug tls connections. Source: 11 months ago
For the first step, they can use one of these applications: Burp Suite, Wireshark, Charles, Proxyman, Proxie, Packet Peeper, Broxy, Packet Proxy, among others. Source: about 3 years ago
Surge for Mac - Advanced Web Debugging Proxy for Mac & iOS
Fiddler - Fiddler is a debugging program for websites.
Weer - A HTTP protocol debugger with Chrome DevTools frontend interface
Proxyman.io - Proxyman is a high-performance macOS app, which enables developers to view HTTP/HTTPS requests from apps and domains.
James - James is a HTTP Proxy and Monitor that enables developers to view and intercept requests made from...
HTTP Toolkit - Beautiful, cross-platform & open-source tools to debug, test & build with HTTP(S). One-click setup for browsers, servers, Android, CLI tools, scripts and more.