I put together a CTF-like competition that mimics a small real corporate environment on https://www.hacklikeapornstar.com/training/ No simulation, no regex based wargames, no far-fetched hacking-like tricks that only work in CTF games. You have 24 hours to find real flaws on real machines and get the flag. You also get a free book describing the solutions in a didactic way : https://www.amazon.com/dp/B071ZXK2CR
On the menu : - Multiple windows machines in AD environment - Local restrictions (applocker, GPO, etc.) - Pivoting on other machines