Offense

Network Pentesting
FSU Pentesting Course
CNS320 - Intro to pentesting
Awesome Penetration Testing
OffSec Workflow
Windows Exploit Suggester
Awesome OSINT
MobileApp-Pentest-Cheatsheet
http://opensecuritytraining.info/Training.html
rmusser's infosec Reference
Creating a Windows domain and hacking it
All things Active Directory
Awesome Red Teaming
Python Pentesting Tools

Pentesting Workshops
Windows/Linux Priv Esc Workshop