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Finding decent car insurance deals on the islands—my step-by-step

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tobyartist
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(@tobyartist)
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Man, I hear you on the policy fine print. I once spent an entire Sunday afternoon trying to figure out if my “comprehensive” plan actually covered flood damage or just “acts of God”—whatever that means. Ended up calling the agent and even she had to double-check. Has anyone actually managed to get a straight answer from these companies about what’s really included? Or is it just a game of insurance roulette every time you switch providers?


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kmaverick60
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Finding Decent Car Insurance Deals On The Islands—My Step-By-Step

Man, the “acts of God” thing cracks me up every time. Like, what counts? A coconut falling on my hood? Or just a full-on hurricane? I’ve lost track of how many times I’ve had to pester insurance folks for a straight answer. Last year, I was trying to get coverage for my ‘72 Nova (not exactly a daily driver, but you know how it is—gotta keep her protected). The agent literally read the policy out loud with me, and even then she was like, “Hmm, let me check with underwriting.” Felt like we were both deciphering some ancient scroll.

Here’s the thing: I’ve noticed the wording changes every time you switch companies. One place will say flood is covered under comprehensive, another says only if it’s not “surface water.” What does that even mean? Like, is rainwater on the road not surface water? It’s nuts. My buddy got burned because he thought his plan covered hail damage—turns out it was only if the hail was “unforeseeable.” As if anyone can forecast hail around here...

Honestly, I don’t think there’s a magic trick to getting a straight answer. Best luck I’ve had is just asking for every scenario I can think of—floods, falling branches, wild chickens (don’t laugh, they’re everywhere)—and making them put it in writing. Still feels like rolling dice sometimes.

I guess at this point I just expect to spend an afternoon squinting at fine print and making a list of weird questions before I call. Not glamorous, but at least it beats finding out after the fact that your “comprehensive” plan isn’t so comprehensive after all. And yeah... insurance roulette pretty much nails it.


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(@decho68)
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I guess at this point I just expect to spend an afternoon squinting at fine print and making a list of weird questions before I call. Not glamorous, but at least it beats finding out after the fact that your “comprehensive” plan isn’t so comprehensive after all.

That’s basically the only way to deal with it. I’ve never had an agent give a straight answer about “acts of God” either—feels like they’re trained to dodge specifics. The “surface water” thing is especially ridiculous. I once had to argue with an adjuster about whether a flash flood counted as surface water or not. Spoiler: they said no, because it came in through the door, not the roof. Total nonsense.

I’ve started emailing every single question and making them confirm coverage in writing. If they won’t do that, I move on. It’s a hassle, but at least I have something to point to if things go sideways down the line. Honestly, half these policies are written just to confuse people into giving up.

If you find a company that actually spells things out clearly, let us know. Until then, it’s just a matter of being stubborn and not taking their word for anything.


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(@joseph_rebel)
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Yeah, the “surface water” loophole is wild. Had a similar run-in when my car got dinged by flying debris during a storm—agent tried to say it was “wind-driven rain,” not covered. I just kept pushing back and documenting everything. Eventually they caved, but only after I quoted their own policy back at them. It’s like you need a law degree just to get a straight answer. At this point, I assume if it’s not in writing, it doesn’t exist.


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(@davidw55)
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It’s like you need a law degree just to get a straight answer. At this point, I assume if it’s not in writing, it doesn’t exist.

That’s honestly the best approach—if it’s not spelled out, it’s fair game for them to wiggle out of. I’ve had to do the same: screenshot emails, keep every bit of correspondence, and push back when they start getting creative with definitions. It’s exhausting, but you did exactly what works. Sometimes I wonder if they’re just hoping most folks give up before quoting policy back at them...


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