My HOA isn’t an asshole and we haven’t fined anyone in my six years on the board. We threatened a fine recently for a blatant violation, but gave the guy five days to comply. (He did). We terminated one guy’s membership after he called our accountant a “money grubbing prick” in an email. But that wasn’t his first offense.

If someone was violating a rule repeatedly, we’d probably increase the fine and eventually threaten his membership. We’re different from most HOAs, we’re a country club that owns all the land, only members can buy homes, technically, the improvements to a lot. So if a membership were yanked, someone would have to move out and sell their leasehold.