It depends on the state, but I'd be surprised if he'd be required to make the repairs, since it's his property. You're moving out, so unless you plan on living there again, caring what he does with his money and his property is just being petty. Think of it this way: The damage caused him to lose equity in the home and your deposit its reimbursing him for the lost equity. If whether he decides to invest that money back into equity is none of your business.
The more important question is definitely about the mover's insurance, because it's both relevant to you and actionable. If he doesn't go through insurance, which is exactly why they have it in the first place, I'd advise that you contact the movers' company and their insurance yourself, make sure it's known about and see if you can make a claim. If you legally cannot, then I think you'd be best off taking your landlord to small claims court for the money. You shouldn't be at all responsible for damage caused by insured movers.