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Home > Car Insurance > What Deductible Should You Have?

What Deductible Should You Have?

Posted on: July 2, 2026 By: Brenton Weinstein

One of the questions I get asked most often in this industry is simple on the surface but harder to answer than people expect: what deductible should I actually choose?

There isn’t one right answer here, because the answer depends less on the policy itself and more on your own financial situation and comfort level. But there is a framework that can help you think it through.

The Basic Trade-Off

A higher deductible means a lower premium. A lower deductible means a higher premium. That part is simple. The harder part is figuring out where you land on that spectrum, because the “right” deductible is really a reflection of how much risk you’re comfortable holding yourself versus how much you want to pass off to your insurance company.

If you raise your deductible from $500 to $1,000, you’ll see your premium drop. That’s real, ongoing savings every single year you don’t file a claim. The trade-off is that if something does happen, you’re on the hook for more out of pocket before your coverage kicks in.

The Investing Angle

Here’s where it gets interesting. If you take a higher deductible, you’re saving money on your premium every year. Some of my clients take that savings and actually invest it, or at minimum, set it aside in a separate account earmarked for exactly this purpose. Over time, that account can grow to cover the deductible itself and then some, which means you come out ahead as long as you don’t have frequent claims.

This only works, though, if you’re disciplined about actually setting that savings aside rather than letting it disappear into everyday spending. A higher deductible is a bet that you won’t need it often, and that when you do, you’ll have the funds ready.

The “Sleep at Night” Test

At the end of the day, if you’re like most people, the right deductible is probably whatever helps you sleep at night. If a higher deductible means you’re lying awake worrying about what happens if your roof leaks or you total your car, it’s not saving you money, it’s costing you peace of mind. On the other hand, if you have a solid emergency fund and a higher deductible doesn’t change how you sleep, there’s a real financial case for taking it.

My Take

I’d encourage anyone thinking through this decision to look at three things: your current emergency savings, how often you’ve actually filed claims in the past, and how the premium difference compares across deductible options. From there, it becomes less about finding the “correct” deductible and more about finding the one that fits your life.

If you want to run the numbers on your own policy, that’s exactly the kind of conversation I have with clients every day, and I’m happy to walk through it with you.

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Categories: Car Insurance, Tips & Advice Tags: Car Insurance

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