The condo association is responsible since the snowplower was acting as their agent.  Therefore any claim should be made directly to the association.  It's insurance policy covers this liability.  Also, if the damage was caused intentionally then there could be additional liability however you do not seem to indicate that this was more than an accident.When submitting your claim to the association be sure to give them copies of any bills you paid or estimates that you were given to repair the damage.  Photos will, if any, would also be helpful.