Pentest Labs, Wargames Sites
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Pentesting
If you work through retired machines, has some of the best writeups.
an immersive Windows Active Directory environment, designed to be attacked as a means of learning and honing your engagement skills
Wargames / CTFs
OverTheWire.org
2018game.picoctf.com
247ctf.com
defendtheweb.net
Training
SEED Labs