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Your Money Guide on the Side

The Best (And Worst) States to Retire To - Part 1 of 2

Your Money Guide on the Side

Tyler Gardner

Business, Education, Entrepreneurship, Investing, How To

4.9 • 2.4K Ratings

🗓️ 17 November 2025

⏱️ 27 minutes

🧾️ Download transcript

Summary

Everyone will tell you to move to Florida or Texas to retire tax-free. But the truth? Taxes are more complicated than a “No State Income Tax” billboard. In this first part of a two-part series, we unpack The Great Tax Mirage and reveal why some so-called high-tax states like New Jersey, Pennsylvania, and Iowa may leave retirees with more money in their pocket than the sunny paradises they’re fleeing. We dive into Fidelity’s latest study modeling retirees withdrawing $100,000 a year from an IRA and show how effective tax rates—what you actually pay after exemptions and deductions—can dramatically flip conventional wisdom on its head. For example, a couple retiring in Oregon might pay close to 13% in effective taxes, while a move to Iowa could drop that number to 7.5%, potentially growing tens of thousands of dollars over a decade. We also explore the underrated power of marriage in retirement planning. Married couples filing jointly can save around six percentage points on combined federal and state taxes versus singles—enough to add tens of thousands of dollars to a nest egg over ten years. Key takeaways from this episode include: No state income tax doesn’t automatically mean you keep more money. Certain high-tax states offer exemptions and deductions that outperform so-called tax havens. Marriage can be one of the most powerful retirement tax strategies. Your effective tax rate—not the headline rate—determines what you actually keep. Planning where to retire is about life satisfaction as much as taxes. Whether you’re dreaming of beaches, cornfields, or just a comfortable, worry-free retirement, this episode will change the way you think about where your money—and your life—goes next. Part Two drops next week, where we’ll rank the best and worst states for retirees, explore the real impact of marital magic, and dig into other often-overlooked factors that matter more than taxes when choosing where to spend your golden years. If you enjoy the show, please leave a review on Apple Podcasts or Spotify and share it with a friend who’s plotting their retirement escape. It helps more than you know—and makes sure that no one accidentally retires somewhere that quietly nibbles their nest egg.

Transcript

Click on a timestamp to play from that location

0:00.0

There's no universal best or worst state for retirees. There's only your best state, the one that

0:05.7

makes the most sense once you add up all the numbers, not just the ones on the welcome sign.

0:11.3

What matters is your effective tax rate, what you actually pay after exemptions, deductions,

0:18.0

and all the little quirks that the tax code hides in plain sight. And for retirees,

0:23.6

those quirks can become enormous. Hello, friends. This is Tyler Gardner, welcoming you to

0:30.8

another episode of your Money Guide on the Side, where it is my job to simplify what seems complex,

0:36.7

add nuance to what seems simple, and learn from

0:39.7

and alongside some of the brightest minds in money, finance, and investing. So let's get started

0:45.3

and get you one step closer to where you need to be. When thinking about where to retire,

0:52.6

or where to legally pretend you're evading taxes for the rest

0:56.0

of your life, everyone and their cousin will tell you to move to Florida or Texas.

1:00.9

And I'm not going to lie.

1:02.0

Once I started making a few dollars here and there, the first two states I looked into

1:06.5

for property were surprise, Florida and Texas.

1:10.2

But what if I told you that in some cases,

1:14.1

moving to Iowa? Yes, Iowa could actually leave you with way more money in retirement than living

1:21.4

in a so-called no-tax paradise. I know. Sounds like the setup to a bad joke. A retiree walks into a cornfield and comes out

1:29.3

with way more money. But this episode, this whole two-parter, is about the Great Tax Mirage.

1:36.3

The myth that no income tax states are automatically better for retirees.

1:42.3

If you don't want to listen to the rest of the show, all you need to really know is this.

1:46.9

They're not.

1:47.9

In fact, in some cases, they're the exact opposite.

...

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