I use Hagerty as well, I couldn't be happier. I usually end up BS'ing about cars every time I have to call for maybe half an hour. I can honestly say it's the one bill each yeah I am more than happy to pay. I've got some other cars with them so adding my Falcon cost me a whole 16 bucks a year. It's already paid for itself 10 times over.
A year or two ago I got a crack in my windshield and called them up, zero deductible to get it replaced! Had it done at a Mustang place down in Bellevue, the guy there doesn't work through insurance but that wasn't a problem. I got an estimate and they cut me a check to cover it no questions asked. When it ended up costing more than the original estimate, they over-nighted me another check for the difference, again, no questions asked. They were both helpful in finding me a specialty shop that would know how to replace the windshield (most normal glass places don't even know how to do old cars anymore) and genuinely concerned that I had things done correctly.