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Charles Proxy - HTTP proxy / HTTP monitor / Reverse Proxy
Chocolatey - The sane way to manage software on Windows.
Wireshark - Wireshark is a network protocol analyzer for Unix and Windows. It lets you capture and interactively browse the traffic running on a computer network.
Scoop - A command-line installer for Windows
Postman - The Collaboration Platform for API Development
Ninite - Ninite is the easiest way to install software.