Here are a few links I found to be informational and aspirational. I hope you enjoy them as much as I did:

Jess Fraz: Defining a Distinguished Engineer

https://blog.jessfraz.com/post/defining-a-distinguished-engineer/

Ring0x00: Basics of Windows shellcode writing

https://idafchev.github.io/exploit/2017/09/26/writing_windows_shellcode.html

Red Team Wrangler: How do I prepare to Join a Red Team?

https://medium.com/@redteamwrangler/how-do-i-prepare-to-join-a-red-team-d74ffb5fdbe6

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