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How to legally pay less tax

The difference between a clever taxpayer and an overpaying one is mostly knowing the rules exist.
Written & fact-checked by the StupidGames editorial team Last updated: June 2026 Editorial standards
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There's a version of paying less tax that involves offshore shell companies, aggressive shelters, and lawyers who charge more per hour than most people earn in a day. This article is not about that. It's about the legal, unglamorous, widely available moves that ordinary taxpayers skip every year — not because they're complicated, but because nobody explained that they existed. The IRS literally builds these incentives into the tax code on purpose. Using them is not a loophole. It's the intended behaviour. This is not tax advice; your situation is your own, and a tax professional is worth consulting for anything complex.

First: avoidance vs evasion

The line is important. Tax avoidance means using legal provisions — deductions, credits, tax-advantaged accounts — to reduce the amount of tax you owe. Congress wrote these rules specifically to encourage certain behaviours: saving for retirement, buying health insurance, raising children, going back to school. Using them is lawful and, frankly, encouraged.

Tax evasion means hiding income, inflating deductions, or lying on your return. It's a federal crime. The IRS pursues it. We're not talking about that.

Everything below is firmly in avoidance territory — tools that exist in the tax code right now, that you may be leaving on the table.

Tax-advantaged accounts: the single biggest lever for most people

The most powerful legal tax reduction available to most working Americans isn't a deduction or a credit — it's a type of account. Tax-advantaged retirement and health accounts let you shelter money from income tax, sometimes permanently.

Contribution limits for all of these accounts are set and adjusted annually by the IRS. Do not rely on any article (including this one) for the current numbers — check irs.gov directly, as the limits change regularly and vary by account type and age.

Standard deduction vs itemising

When you file, you reduce your taxable income by either the standard deduction (a flat amount set annually by the IRS, based on your filing status) or the sum of your itemised deductions — whichever is larger. You claim one or the other, not both.

Since the standard deduction was substantially increased in 2017, the majority of taxpayers now take it — because their itemisable expenses simply don't add up to more than the flat amount. Itemising makes sense if you have large mortgage interest, significant charitable contributions, or high state and local taxes (though SALT deductions are currently subject to a federal cap — check irs.gov for the current limit). Run the numbers for your situation rather than assuming either way.

Credits beat deductions, dollar for dollar

A deduction reduces your taxable income — its value depends on your tax bracket. A credit reduces your actual tax bill directly, dollar for dollar. A $1,000 credit saves you $1,000 in tax. A $1,000 deduction saves you somewhere between $100 and $370 depending on your bracket. When you find a credit you qualify for, it is worth more than an equivalent deduction.

Credits many eligible people never claim

The IRS has noted repeatedly that significant amounts of credits go unclaimed each year, simply because people don't know they qualify. A few worth checking:

A large refund isn't a windfall

A common misconception is that a big tax refund is a good outcome. It isn't — it means you overwitheld throughout the year, giving the government an interest-free loan of money that was rightfully yours.

If you receive a large refund each year, consider adjusting your W-4 (the form you file with your employer to set withholding). Getting the withholding right means you keep more money in each paycheck — money you can put to work in a savings account, pay down debt with, or invest, rather than lending it to the Treasury at 0%.

The IRS offers a Tax Withholding Estimator at irs.gov to help you dial it in.

Deducting legitimate business expenses

If you have any self-employment income — freelance work, a side business, gig work — you can deduct ordinary and necessary business expenses from that income before it's taxed. This includes things like a home office (if it's used exclusively and regularly for business), equipment, software subscriptions, professional development, and the self-employment tax deduction itself.

The rules matter here. A deduction has to be genuinely business-related, not just loosely connected. Claiming personal expenses as business deductions is the kind of thing that draws IRS scrutiny. But the legitimate deductions available to self-employed people are substantial, and many people underuse them simply because they're not sure what qualifies. A tax professional who works with self-employed clients can be worth the fee.

Capital gains: long vs short, and tax-loss harvesting

When you sell an investment at a profit, you owe capital gains tax. The rate depends on how long you held it:

The implication: where possible, holding investments for more than a year before selling can substantially reduce what you owe on the gain. This is one reason long-term investing tends to be more tax-efficient than frequent trading.

Tax-loss harvesting is the practice of selling investments that have lost value to realise a capital loss, which can offset capital gains elsewhere in your portfolio. If your losses exceed your gains, you can use a limited amount of excess losses to offset ordinary income each year, with the rest carried forward to future years. Done thoughtfully, it's a legal way to reduce your tax bill in bad market years.

When software is enough, and when a professional pays for itself

For a straightforward return — W-2 income, standard deduction, no investments or self-employment — free filing software (including the IRS Free File programme for eligible taxpayers) is almost certainly sufficient. The IRS Free File programme is available at irs.gov.

A tax professional is worth paying for when you have self-employment income, rental property, significant investments, a life event (marriage, divorce, a new child, an inheritance), or a complex situation where getting it wrong costs more than the professional's fee. The right CPA or enrolled agent typically finds their own cost in deductions and credits you'd have missed.

What to actually do

You don't need to do all of this at once. A useful order:

None of this is exotic. It's mostly reading the rules and using the accounts they point you toward. The money you're saving on tax is money that stays in your own hands — and that's the whole point.

Sources & further reading

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