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Insurance
The two questions that decide whether a risk should be insured or absorbed, and the risks you must never self-insure.
By FreeCalculators Editorial · Published 2026-09-01 · Updated 2026-09-04 · 4 min read · 982 words
Self-insuring means keeping the premium and paying any loss yourself. It is the right choice for risks you can comfortably absorb, because every insurance product is priced to collect more than it pays out. It is a catastrophic choice for risks that could exceed your net worth, and the entire skill is telling the two apart with a rule rather than a hunch.
First: if the worst version of this loss happened tomorrow, could I pay it without borrowing or changing my life? If yes, insurance is a net cost over time. Second: is the premium close to the expected loss, or a multiple of it? Where the multiple is large, the product is being sold rather than priced, and self-insuring captures the difference.
Both questions have to point the same way. A cheap policy on an affordable risk is still a slow loss; an expensive policy on a ruinous risk is still worth buying.
| Risk | Worst realistic loss | Decision |
|---|---|---|
| Liability for injury to others | Unlimited, can exceed net worth | Always insure, and consider umbrella cover |
| Your home destroyed | Full rebuild cost | Always insure |
| Long-term disability while working | Years of lost income | Insure; income is the underlying asset |
| Premature death with dependents | Decades of lost support | Insure while dependents rely on you |
| Phone or laptop failure | A few hundred dollars | Self-insure |
| Appliance breakdown | Under about $1,000 | Self-insure with a repair fund |
| Higher auto deductible | The deductible amount | Self-insure if the fund exists |
| Extended car warranty | One to three thousand dollars | Depends on the fund and the price |
Liability is the clearest. A judgement for injury to another person is not bounded by the value of anything you own, which makes it the one risk where the worst case is genuinely unlimited. No fund is large enough, which is why liability limits and umbrella policies exist.
Health costs belong in the same category. A serious illness can generate charges far beyond most household net worth, and the Centers for Medicare and Medicaid Services publishes national health expenditure data showing how large individual episodes of care can be. Disability while you are still earning is the third: your future income is usually your largest asset, and self-insuring it means insuring nothing.
Raising deductibles across three policies (2026)
Current position Auto deductible $500 Home deductible $1,000 Phone insurance $14/month Combined annual premium $3,420 After self-insuring the affordable layer Auto deductible to $1,500 -$310 Home deductible to $2,500 -$240 Drop phone insurance -$168 New annual premium $2,702 Annual saving $718 Additional exposure taken on Extra auto deductible $1,000 Extra home deductible $1,500 Phone replacement $700 Maximum extra exposure $3,200 Break-even: the saving covers the full extra exposure in 4.5 years, and claims are far rarer than that. A $3,200 fund makes this a clear win.
The condition attached to that conclusion is the fund. Without $3,200 set aside, the same decision converts a manageable premium into a possible emergency, which is how self-insurance goes wrong.
Start with the smallest risks, where the pricing is worst and the exposure is trivial. Drop device insurance and extended warranties, and redirect those premiums into a repair fund. As that fund grows, raise deductibles on auto and home, one step at a time, banking each saving rather than spending it.
Keep liability limits high throughout. The saving from a higher deductible is real and modest; the saving from a lower liability limit is small and the downside is unlimited, which is the worst trade available in personal insurance.
Comprehensive Guide
Read our comprehensive insurance guide for life, health, auto, and home coverage.
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How this guide was created
This guide was written and reviewed by FreeCalculators Editorial, drawing on published formulas, official government sources, and real calculator outputs from our 4 calculators in this category. Every claim is sourced; every formula is auditable. Read our review policy.