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Retired, Relaxed… and Overpaying Taxes? Here's How to Keep More of Your Money

Retirement used to mean “done with the IRS.”
But today? Retirement is less about working—and more about managing withdrawals, timing income, and avoiding expensive tax mistakes.

And yet, every June, we meet clients who don’t even know they’re making one.

If you’re recently retired—or planning to retire in the next few years—here’s the truth:
Tax planning in retirement is just as important as it was while you were working.
Maybe more.

Why Mid-Year Is Prime Time for Retirees

You might not think of summer as tax planning season. But this is actually the perfect time to:

  • Adjust your withdrawals before year-end RMDs hit

  • Rebalance your income sources to lower taxes

  • Avoid Medicare premium cliffs triggered by hidden income

Because by the time December rolls around? It’s too late to fix most of it.

3 Retirement Tax Mistakes We See All the Time (That You Can Still Fix Right Now)

1. Waiting Too Long on RMDs (or Forgetting Them Altogether)

If you're 73 or older, you’re required to take Required Minimum Distributions (RMDs) from IRAs and certain retirement plans. Miss it? That’s a 25% penalty on what you should have withdrawn.

Even if you don’t need the money, you need a strategy to stay compliant and reduce the impact.

2. Pulling From the Wrong Accounts First

Many retirees start with their IRAs or 401(k)s and leave Roth IRAs untouched. But depending on your bracket, that could cause you to:

  • Trigger higher tax brackets

  • Increase Medicare premiums (IRMAA surcharges)

  • Lose opportunities for tax-free growth

A coordinated withdrawal plan can add years to your retirement savings.

3. Overlooking Capital Gains on the Side

Selling property? Rebalancing investments? Side consulting gigs?
All of that counts as income and can push you over crucial thresholds. Especially if you're also drawing Social Security.

Mid-year planning lets you harvest gains or losses smartly and avoid stacking too much income into one year.

Bonus: Gifting, Legacy, and Giving Without the Tax Drag

  • Want to help the kids or grandkids?

  • Thinking of giving to a cause you care about?

  • Need to manage estate taxes before things shift in 2026?

There are smart ways to do that—without raising your tax bill.

Retirement Should Be Peaceful. Your Tax Plan Should Match.

You’ve spent decades building your savings. Don’t let avoidable tax surprises chip away at what you’ve earned.

If you want to make sure your retirement income is structured the smart way, we’re here. We’ll walk through your current strategy, identify gaps, and help you plan ahead—so your money lasts longer, and your stress runs lower.

Contact our office if you’re newly retired, nearing retirement, or just want a second opinion on your tax game plan.

You’ve done the hard part—now let’s make sure it works for you, not just the IRS.

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