If you already sold the stock, then the only way to avoid tax is to sell other stocks at a loss (without wash sales). If you haven't sold it, you could instead donate the stock. This both avoids tax on the gain and also gives a charity deduction.
“It is a simple fact that billionaires in America can live very extraordinarily well completely tax-free off their wealth,” law professor Edward J. McCaffery writes. They can do so by borrowing large sums against their unrealized capital gains, without generating taxable income.
A stepped-up basis is a tax provision that allows heirs to reduce their capital gains taxes. When someone inherits property and investments, the IRS resets the market value of these assets to their value on the date of the original owner's death.
An easy and impactful way to reduce your capital gains taxes is to use tax-advantaged accounts. Retirement accounts such as 401(k) plans, and individual retirement accounts offer tax-deferred investment. You don't pay income or capital gains taxes on assets while they remain in the account.
Current tax law does not allow you to take a capital gains tax break based on your age. In the past, the IRS granted people over the age of 55 a tax exemption for home sales, though this exclusion was eliminated in 1997 in favor of the expanded exemption for all homeowners.
Others will object to taxing the wealthy unless they actually use their gains, but many of the wealthiest actually do use their gains through the borrowing loophole: They get rich, borrow against those gains, consume the borrowing, and do not pay any tax.
Other Tax Deductions
Unreimbursed job expenses, such as work-related travel and union dues. Unreimbursed moving expenses if you had to move in order to take a new job (exception: active-duty military moving because of military orders) Most investment expenses, including advisory and management fees.
In some years, billionaires such as Jeff Bezos, Elon Musk and George Soros paid no federal income taxes at all. Billionaires avoid these taxes by taking out special ultra-low-interest loans available only to them and using their assets as collateral.
Capital gains tax rates
A capital gains rate of 0% applies if your taxable income is less than or equal to: $47,025 for single and married filing separately; $94,050 for married filing jointly and qualifying surviving spouse; and. $63,000 for head of household.
A few options to legally avoid paying capital gains tax on investment property include buying your property with a retirement account, converting the property from an investment property to a primary residence, utilizing tax harvesting, and using Section 1031 of the IRS code for deferring taxes.
What if I reinvest the proceeds? Buying additional stock shares with the proceeds from a stock sale will not eliminate or reduce capital gains taxes. However, if you reinvest the gain into a QOF (Qualified Opportunity Fund), you can defer the payment of capital gains taxes while you are invested in an eligible fund.
Your maximum net capital loss in any tax year is $3,000. The IRS limits your net loss to $3,000 (for individuals and married filing jointly) or $1,500 (for married filing separately). You can reduce any amount of taxable capital gains as long as you have gross losses to offset them.
So, if you profit from the sale of stock or securities, you can repurchase the same stock or securities right away without any penalty. The wash sale rule also doesn't apply to: sales and trades of commodity futures contracts or foreign currencies.
These include public workers who participate in a government pension plan comparable to Social Security. In addition, federal workers, including members of Congress, who have been serving consistently since before 1984 are covered under another retirement plan, so they're also exempt from Social Security taxes.
The standard deduction for 2024 is $14,600 for single filers and married people filing separately, $21,900 for heads of household, and $29,200 for joint filers and surviving spouses.
Millionaire's secret #4: Save (and invest) early, consistently and wisely. If you want to be a millionaire, start saving as soon as you start working to let the magic of time and compound interest work for you. “Pay yourself first” by saving a significant percentage of your income every month.
For married couples filing jointly, the standard deduction increases to $30,000, up $800 from tax year 2024. For heads of households, the standard deduction is $21,900 for tax year 2024 and $22,500 for tax year 2025. If your income is below these levels, you won't have to pay any income tax.
If a millionaire doesn't budget properly and starts spending on personal chefs, expensive cars, and other luxury amenities, they may quickly run out of money. Sometimes millionaires, especially new millionaires, feel they have so much money that they lose perspective on what they can afford.
As of 2022, for a single filer aged 65 or older, if their total income is less than $40,000 (or $80,000 for couples), they don't owe any long-term capital gains tax.
To qualify for the principal residence exclusion, you must have owned and lived in the property as your primary residence for two out of the five years immediately preceding the sale. Some exceptions apply for those who become disabled, die, or must relocate for reasons of health or work, among other situations.
Taxes aren't determined by age, so you will never age out of paying taxes. People who are 65 or older at the end of 2024 have to file a return for tax year 2024 (which is due in 2025) if their gross income is $16,550 or higher.