Retirement Retired Life

13 Easy Ways To Increase Your Tax-Free Income in Retirement

From smart investments to creative savings, here's how to boost your income tax-free.

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Updated March 20, 2025
Fact checked

When people think about retirement planning, they worry about setting aside enough money and hope they won't outlive their funds. 

Fewer people think about the impact that taxes will have on their money, yet planning a tax-efficient strategy is crucial to keeping as much money as possible in your pocketbook.

Here are 13 simple ways to increase your tax-free income in retirement.

Steal this billionaire wealth-building technique

The ultra-rich have also been investing in art from big names like Picasso and Bansky for centuries. And it's for a good reason: Contemporary art prices have outpaced the S&P 500 by 136% over the last 27 years.

A new company called Masterworks is now allowing everyday investors to get in on this type of previously-exclusive investment. You can buy a small slice of $1-$30 million paintings from iconic artists, all without needing any art expertise.

If you have at least $10k to invest and are ready to explore diversifying beyond stocks and bonds,see what Masterworks has on offer. (Hurry, they often sell out!)

Early and consistent saving

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Start saving early. Compound interest sets you up for better long-term growth. It takes around nine years for investments to double, and the longer your investments can marinate, the better.

Want to learn how to build wealth like the 1%? Sign up for Worthy to get ideas and advice delivered to your inbox.

Diversify investments

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Spread your funds across various accounts, such as traditional IRAs, Roth IRAs, and employer-sponsored plans. This can reduce your tax burden, diversify risk, and offer more flexibility when withdrawing funds in retirement.

Utilize employer-sponsored plans

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Maximize your contributions to employer-sponsored plans — especially if there is a company match. This added "free money" can significantly boost your retirement savings.

Get a free stock valued between $5 to $200

Secret: You don't need thousands of dollars to buy thousand-dollar stocks or create a diverse portfolio.

Robinhood offers a method of investing called “fractional shares.” On its own, one share of a single stock could cost a lot of money, making it difficult to diversify. Robinhood allows you to buy pieces of stock instead, so you have the option to build a diverse portfolio quickly.

Let’s say you want to invest $250, as an example.

With that amount, you could build a relatively diverse portfolio with an investment of $50 in a big tech stock, $50 in a retail stock, $50 in an energy stock, $50 in a manufacturing stock, and $50 in a bank.1

Even better news? Add a Robinhood Gold membership, and you’ll get access to 4.00% (as of 12/27/24) APY2on your uninvested cash3and the ability to buy and sell stocks 24 hours a day, 5 days a week.

Open and fund a Robinhood account and earn up to $200 in stock

Roth IRAs and tax-free withdrawals

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Invest in Roth IRAs, as these accounts are funded with after-tax dollars, and contributions grow tax-free. Then, when you withdraw funds during retirement, you'll pay no taxes as they were already paid upfront with your after-tax dollars. 

This can be highly advantageous to managing your taxable income during your non-working years.

Roth conversions

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Converting a traditional IRA (funded with pre-tax dollars) to a Roth IRA is another option for securing tax-free income during retirement. However, you must pay taxes upfront when you make the conversion. Talk to a financial planner to see if this strategy suits you.

Strategic withdrawals

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Be strategic with how you withdraw your retirement funds. Work with an advisor to plan the sequence of withdrawals — from across different accounts — in the most tax-advantaged way possible. 

For example, many retirees tap into their Roth IRAs before their traditional IRAs to reduce their immediate tax burden.

HSA funds

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Funds from your health savings account (HSA) offer a triple tax benefit. Contributions are tax-deductible, growth is tax-free, and qualified medical withdrawals are tax-free. 

Additionally, after age 65, you can withdraw funds from your HSA without a tax penalty. You will, however, have to pay income taxes on HSA distributions unless the funds go to qualifying medical expenses.

Reverse mortgages

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For qualifying homeowners, a reverse mortgage can provide tax-free income without selling their homes. However, these loans come with fees and interest that could ultimately impact their estates.

Indexed universal life insurance (IUL)

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These policies can accumulate significant cash value over the years with the funds growing tax-free. At any age, you can take out a tax-free loan from the policy, and any remaining funds will provide after-death benefits to your beneficiaries.

Earn up to a $300 bonus and grow your money with up to 3.80% APY

This powerful combination checking + savings account from SoFi® allows you to earn up to a $300 bonus with direct deposit and grow your money with up to 3.80% APY.4

This is one of the top accounts we’ve seen, and offers like this can be rare. You work hard, and now it’s time to make your money work for you — with SoFi, you can grow your money with hardly any effort!

SoFi has no account fees5 or overdraft fees6 and additional FDIC insurance up to $3 million on deposits is available through a seamless network of participating banks.7 Plus, you can receive your paycheck up to 2 days early.8

How to earn up to $300: Sign up and make a direct deposit within the first 25 calendar days of the promotional period, then collect a $300 cash bonus with a direct deposit of $5,000 or more.

SoFi is a Member, FDIC. 7

Open your SoFi account and set up direct deposit

Municipal bonds

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Municipal bonds are another popular, tax-free investment option. By lending money to local governments, you earn interest, and this income is generally exempt from federal taxes. In some instances, this income is also exempt from state and local income taxes.

Monitor tax laws

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Tax laws are constantly changing. Staying informed can help you make the adjustments you need to optimize your financial retirement strategies and minimize your tax burden. Check in regularly with your financial advisor to keep up-to-date.

Tax-friendly states

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Consider retiring to a more tax-friendly state. Some states, such as Florida and Tennessee, don't tax retirement income.

Laddered bonds and annuities

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Laddered bonds and tax-deferred annuities can provide added tax-advantaged security during retirement.

With laddered bonds, you can defer taxes on capital gains until you sell the bonds. By staggering their maturity dates, you avoid having everything mature all at once and can spread out the income over multiple years in a more manageable way.

Tax-deferred annuities let your investment grow tax-free until you withdraw, allowing for compounded growth and flexible income timing. You can take distributions during lower-income years that won't bump you into a higher tax bracket.

Bottom line

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Retirement is about enjoying the rewards of decades of hard work, and having a stream of tax-free income makes it easier.

Some upfront planning now can maximize your retirement savings and keep more money in your pocket later, allowing you to live out some of your bucket-list dreams, such as traveling, going on a cruise, or learning a foreign language.

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