Ok, so it did not work. The man kept trying to convince me by categorizing it as "wear and tear" even though online, there was a "weather" category that had windstorm and thunderstorm stated. When in reality these florida storms have caused the hole to open up more and more with water leaking into my car. But I guess that's these insurance agents jobs, they get paid to, at all costs, try to avoid writing checks to their loyal $2K a year paying customers.
I have Progressive by the way.