Retirement Tax Hacks: 4 Moves to Minimize Taxes, Including Capital Gains

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When it comes to investing for retirement it’s not just a matter of how much you make – it’s also a matter of how much you keep.

The surest way to boost the returns on your retirement money can come from cutting the bite that the tax man takes out of your nest egg. That leaves you not only with more income to enjoy once you stop working but also leaves more of your investment portfolio untouched so it can continue generating gains in your golden years.

Here’s a look at four strategies recently highlighted by John Manganaro at ThinkAdvisor.com.

For more help protecting your assets by executing smart retirement planning moves, consider matching with a vetted financial advisor for free.

1. Make Your 401(k) a Social Security Bridge

If you’re an early retiree who needs to find income until you’re eligible to collect Social Security – or if you want to increase your monthly benefit by delaying your benefit payments – there’s a little-know move you can make with your 401(k) or 403(b) workplace plan that can help.

It’s called the “rule of 55” and it allows workers 55 and older who leave their jobs to start taking withdrawals from their current workplace plan without taking the hit from the 10% penalty that typically applies to withdrawals taken before age 59.5. Some public safety workers can take advantage of this at age 50, so check your plan details with your benefits administrator.

Two caveats are that not every plan offers this option, and that you’ll still have to pay your normal income tax on your withdrawals – just not the 10% penalty. This exception applies only to your current workplace plan, not older accounts you may have left with previous employers. If that’s the case, consider rolling your old accounts into your current employer’s account so that you can access more of your savings. And, of course, this exception doesn’t apply to 401(k) money that’s been rolled into an IRA.

2. Move 401(k) Money Into Your HSA

This is a neat trick that cuts your 401(k) tax bill even more – if you meet all the right conditions. If you’ve got a high-deductible healthcare plan that allows you to open a Health Savings Account, you can use your potentially taxable 401(k) withdrawal to contribute to your HSA, where contributions are untaxed. That would wipe out any tax due on the amount of 401(k) money you add to your HSA, which can be as much as $3,850 in 2023 if your plan covers only you, or up to $7,750 if your healthcare plan covers your family.

To make this work, both the 401(k) withdrawal and the HSA contribution need to take place during the same tax year. A financial advisor can help you execute a tax strategy designed for your goals.

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