I'm going to have someone's car towed in the middle of winter.
Why do you want to have someone's car towed?
He took my parking spot and I want it back.
That is really annoying, but you shouldn't get an elderly person's car towed, at least not before you give them a chance to fix it. They may need that car to survive.
He doesn't need a car to survive. I'm thinking about reporting him as well for illegal parking.
You should think of your actions carefully. I know it is frustrating but before escalating this to towing, you should speak to him.