Since Tiger lives in and exclusive PRIVATE gated community, it is highly possible that that the HOA prefers to take care of any damages done, in a private manner.
Also, I have noticed that it is the FL. Hwy Patrol that is handling this vs. the Windermere city police.
I know that in my area there are gated communities that are not incorporated for what ever reason, so even though the houses have the city name for a mailing address they have to call the county sheriff and fire departments for emergencies.
They also have to pay their own sewer and gas fees.
That could be another reason that Tiger is not getting dinged for the fire hydrant "damage".
Just some thoughts.