Valve won't let him. More specifically, Valve Anti-Cheat 2.
Oh VAC2, I bow before you, my gracious master, for you have shown me the error in my ways, and have refused me at a second chance at repenting without spending at least 19.95 plus tax.
FUCK YOU VAC2!
Inb4cenaxgotcaughthax0ring
I will be gone until further notice (i.e. when I inevitably make a new account after being bored with real life again)