Theft over 5,000 $ (stolen vehicle) , and trafficking up to 3kg of marijuana in Ontario, Canada.
This is his first offense and he's 18. He has to pay a 5,000 dollar fine but he lost his job due to this, any advice? There's no way he can pay this fine . What punishment is he looking at?

Jail time. What has his attorney advised?

It appears from your statement,

That he has already been to court, and has his sentence. (I would assume it is also probation?) If he has a fine, and probation, then he keeps in close contact with this PO, and let them know about his work search.

What is the connection of this and your assault against him?

Then He needs to find another job quick.. he owes that fine and they want their money on time even if he has to borrow it from family or friends... excuses do not work. He will end up still owing the money (with interest) AND do his original sentence (as was mentioned... if he is on probation now).