VOLUME 2 · CHAPTER 4 OF 6

Paying Less for Insurance Without Losing Protection

Insure the losses that could break you and pay the small ones yourself: choosing deductibles, comparing auto, home, renters and umbrella coverage, picking a health plan on total cost with an HSA, and what never to cut.

7 min readStrategies4 worked examplesupdated 2026-10-01
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Insurance is the one bill where cutting the wrong thing can cost more than everything else in this book saves. The goal is not the cheapest policy. It is the same or better protection against the losses that could break you, at a lower price, while you pay small losses yourself. This chapter explains that principle, how to choose deductibles, what to look for in auto, home and renters, umbrella and health coverage, and what not to cut.

Insure the disasters, pay the small things yourself

Insurance makes sense for losses you could not absorb: a serious accident, a lawsuit, a house fire, a major illness. It is a poor deal for small, predictable losses, because the premium has to cover the insurer's costs and profit on top of the expected claims. Every policy you hold pays for a little of that overhead.

So the general pattern is high liability limits, high deductibles where you have the cash to cover them, and no coverage for things you could easily replace. That pattern rests on one condition: a cash reserve large enough to pay any deductible without borrowing. The emergency fund calculator helps size it.

Choosing a deductible

A higher deductible lowers the premium because you take on the small claims. Whether it pays depends on how often you would claim.

RAISING A DEDUCTIBLE BY $500 TO SAVE $15 A MONTH
Balance
$500
APR
0.0%
Monthly payment
$15
Months to pay off
34
Interest paid
$0
Months with the extra
34
Interest with the extra
$0
Interest saved by the extra
$0
Computed by the same engine as the calculators. Change the inputs there to see your own.

Suppose raising a car policy's collision deductible by $500 lowers the premium by $15 a month. The premium savings cover the extra deductible after 34 months. If you file a collision claim less often than about once in that period, the higher deductible comes out ahead; if you claim more often, it does not. Ask your insurer for quotes at two or three deductible levels; the size of the saving varies by company and by policy.

Two cautions. First, only raise a deductible you could pay tomorrow from savings. Second, many home policies in storm-prone areas have a separate wind or hurricane deductible, often set as a percentage of the dwelling coverage rather than a fixed amount, which can be far larger than the standard deductible. Read it.

Auto insurance

Shop every year or two with identical coverage. Prices for the same driver and car differ widely between insurers, and many raise rates on long-standing customers who never compare. Get quotes for the exact same limits and deductibles, or the comparison means nothing.

Ask for every discount you qualify for. Common ones include insuring home and car with the same company, a clean driving record, low mileage, a defensive driving course, good grades for student drivers, paying in full and automatic payment. Telematics programs that track your driving can lower the price for careful drivers, but they collect data on where and how you drive; decide whether that trade is worth it.

Know what drives your price. In most states insurers may use a credit-based insurance score, so a better credit history can lower the premium. A few states restrict or ban the practice.

Drop coverage that no longer pays. Collision and comprehensive cover damage to your own car, and they pay at most what the car is worth. A common rule of thumb: when their combined yearly premium exceeds about 10% of the car's value, consider dropping them, provided you could replace the car from savings. If the car has a loan or lease, the lender will require them.

Remove duplicates, carefully. Rental reimbursement and roadside assistance may duplicate an auto club membership or card benefit. Check the details first: credit card rental coverage is often secondary and excludes some vehicles and countries.

Do not cut liability. Liability pays for injuries and damage you cause to others, and that is where the catastrophic risk lies. State minimum limits are low compared with the cost of a serious injury. Choose limits that protect what you own and what you will earn.

Home and renters insurance

Insure the cost to rebuild, not the market price. The dwelling limit should match what it would cost to rebuild the house, which can be very different from what the house would sell for, since land does not burn. Ask whether the policy pays replacement cost or actual cash value (replacement cost minus depreciation) for your belongings; replacement cost pays more after a loss.

Check what is excluded. Standard home policies do not cover flood. Flood insurance is sold separately, through the National Flood Insurance Program or private insurers, and usually has a waiting period before it starts. Water that backs up through drains often needs an added endorsement. Earthquake cover is usually separate too.

Review the extras. Scheduled coverage for jewelry or art makes sense for valuable items, not for ordinary belongings. Identity theft and equipment add-ons may duplicate protection you already have.

Renters: buy it. Renters insurance covers your belongings, temporary housing if the unit becomes unlivable, and personal liability. It is usually inexpensive relative to what it protects, and the liability part matters as much as the belongings.

Umbrella coverage

An umbrella policy adds liability coverage on top of your auto and home or renters policies, starting where their limits end. Because it only pays for rare, large claims, it usually costs little relative to the coverage it adds. Insurers usually require minimum liability limits on the underlying policies first.

It is worth pricing for anyone with meaningful savings or a high income to protect, and for households with extra exposure: teenage drivers, a pool or trampoline, a dog, or a rental property. A sensible stack is often higher deductibles on your own property and higher liability limits plus an umbrella, which can cost no more than low deductibles and modest limits while protecting far more of what matters. Get both quotes and compare.

Health insurance

Choose a health plan on its total yearly cost, not its premium: premiums, plus what you expect to pay in deductibles, copays and coinsurance, minus any employer contribution. The HDHP vs PPO calculator compares two plans on that basis for low, expected and bad years.

A high-deductible health plan (HDHP) trades a lower premium for higher costs when you use care. For 2026, a plan qualifies for a health savings account only if its deductible is at least $1,700 for self-only coverage ($3,400 for family) and its out-of-pocket maximum is at most $8,500 ($17,000 for family). From 2026, federal law also treats bronze and catastrophic plans bought on the marketplace as HSA-eligible; IRS Publication 969 has the current rules.

The HSA is what can tip the comparison. You can contribute up to $4,400 for self-only coverage or $8,750 for family coverage in 2026, employer money included. Contributions reduce taxable income, growth is untaxed, and withdrawals for qualified medical costs are tax-free.

A SINGLE FILER EARNING $70,000, NO HSA
Gross income
$70,000
Married filing jointly
no
Standard deduction
$16,100
Taxable income
$53,900
Federal income tax
$6,570
Share of gross income
9.4%
Top bracket reached
22.0%
Computed by the same engine as the calculators. Change the inputs there to see your own.
THE SAME FILER AFTER A FULL SELF-ONLY HSA CONTRIBUTION
Gross income
$65,600
Married filing jointly
no
Standard deduction
$16,100
Taxable income
$49,500
Federal income tax
$5,692
Share of gross income
8.7%
Top bracket reached
12.0%
Computed by the same engine as the calculators. Change the inputs there to see your own.

For a single filer earning $70,000, federal income tax is about $6,570. Contributing the full self-only amount lowers taxable wages to $65,600 and the tax to about $5,692. Contributions made by payroll deduction through an employer's plan also avoid the 7.65% Social Security and Medicare tax. An HDHP suits people who expect low or predictable medical costs and can cover the deductible from cash; for someone with regular, expensive care, a plan with a lower deductible can cost less in total.

What not to cut

Some coverage looks optional until it is needed. Before trimming, check three gaps:

  • Liability, on auto, home and umbrella policies, as above.
  • Disability income, which replaces pay if illness or injury stops you working. The disability insurance calculator shows how long your savings would last without it.
  • Term life insurance, if anyone depends on your income. The life insurance needs calculator estimates how much.

Money saved on premiums elsewhere can go first to filling these gaps, then to savings.

$50 A MONTH OF PREMIUM SAVINGS INVESTED FOR 10 YEARS AT AN ASSUMED 5.0%
Starting balance
$0
Added per month
$50
Yearly return
5.0%
Years
10
Balance at the end
$7,718
Put in
$6,000
Growth
$1,718
Computed by the same engine as the calculators. Change the inputs there to see your own.

Saving $50 a month on premiums and investing it grows to about $7,718 after 10 years at an assumed 5.0% a year, and that balance also serves as the cash behind your higher deductibles.

YOUR NEXT STEPSDo this now
  1. List every policy you hold with its premium, deductible, main limits and renewal date, and look for coverage you pay for twice.
  2. Ask your auto and home insurers for prices at two higher deductibles, and raise one only if your cash reserve covers it.
  3. Before your next renewal, get quotes from at least three insurers for identical coverage, and ask each for every discount you qualify for.
  4. Check that your liability limits protect your savings, and price an umbrella policy.
  5. At your next health plan enrollment, compare plans on total yearly cost in the HDHP vs PPO calculator.

These are educational illustrations based on 2026 federal rules and assumed figures. Insurance rules and prices vary by state and insurer. This is not personal financial advice.

KEY TERMS
Emergency fundDeductibleUmbrella insuranceHigh-deductible health plan (HDHP)
SOURCES
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