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Insurance is for catastrophes, not inconveniences

Why a high deductible is usually the right call, and the one case where it is not.

By Team True Finance Calc6 min readUpdated August 13, 2026

Insurance is one of the few products people buy hoping never to use it. That makes it genuinely hard to evaluate, and it is why so many households are simultaneously over-insured against small losses and under-insured against ruinous ones.

There is one principle that resolves most of it: insure what you cannot afford to pay for yourself, and self-insure everything else.

Why small-loss insurance is a bad deal by construction

An insurer must charge more than the expected value of claims — otherwise it goes out of business. Premiums cover expected payouts plus administration plus profit. On average, and by design, you pay more than you get back.

That is not a criticism; it is the price of transferring risk, and it is worth paying when the risk would destroy you. It is not worth paying when the risk is an inconvenience.

Which is why extended warranties on a $400 appliance, phone insurance, and most add-on policies are poor value. You are paying a company a margin to cover a loss you could absorb from savings. Multiply that across every small policy and it is a meaningful annual cost for protection you did not need.

The deductible trade

A deductible is how much you pay before cover begins, and it is the main lever on your premium. Raising it lowers the premium, because you have taken more of the small-loss risk back.

Say raising a deductible from $500 to $1,500 saves $40 a month — $480 a year. You have taken on $1,000 of extra exposure to save $480 annually, so the saving covers the additional risk in about 2.1 years without a claim.

For most people who do not claim every year, the higher deductible wins. But it comes with a hard requirement.

The requirement: the deductible must actually exist

A high deductible is only sensible if you can pay it tomorrow without borrowing. Otherwise you have not reduced your risk — you have converted an insurable loss into credit card debt, which is the more expensive of the two.

This is where insurance and the emergency fund meet, and why they are really one decision. In the household modelled here, essentials run to $3,700 a month with $8,000 saved — roughly 2.2 months of cover. A $1,500 deductible is comfortably payable from that. Without the fund, the same deductible would be a problem, and the lower premium would be a false economy.

Build the fund first, then raise the deductibles. In that order, the premium saving is genuine.

What is genuinely worth insuring

Health. Medical costs are the clearest example of a loss that can exceed any plausible savings balance.

Your income, if others depend on it. Term life insurance if someone relies on your earnings; disability cover, which is statistically more likely to be needed during working years and is far more often overlooked.

Your home — the largest asset most people own, and one that can be destroyed outright.

Liability. The most underrated category. Car and home policies include liability cover, and a judgement against you can exceed everything you own. Raising liability limits is usually inexpensive, because large claims are rare — which is exactly the profile of a risk worth transferring.

What is usually not

Extended warranties, phone and appliance cover, most travel add-ons, credit card payment protection, and whole life insurance sold as an investment — which bundles two products in a way that makes both harder to evaluate, and typically underperforms buying term cover and investing the difference.

The test

For anything you are asked to insure, ask: if this happened tomorrow with no policy, would I be inconvenienced or would I be ruined?

Inconvenienced means self-insure and keep the premium. Ruined means buy the cover, raise the limits, and stop worrying about it. Almost every insurance decision resolves cleanly against that one question.

Run it on your own numbers

Everything above is arithmetic you can check. These do it with your figures.

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