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Penny Brief

The money news worth knowing, without the noise.

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The Cheapest States to Retire In, Ranked

Sep 15, 2026

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7 min read

The Cheapest States to Retire In, Ranked

Oklahoma wins on paper. But the lowest cost of living and the best place for your money are two different lists.

Penny Brief
Penny Brief
401(k) or Roth IRA First: The Order That Wins

Sep 15, 2026

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7 min read

401(k) or Roth IRA First: The Order That Wins

Match, then Roth IRA, then back to the 401(k) — plus the fee math, the front-loading trap, and when the order flips.

Penny Brief
Penny Brief
Should You Convert Your 401(k) to a Roth IRA

Sep 15, 2026

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8 min read

Should You Convert Your 401(k) to a Roth IRA

The tax bill is real and permanent. The benefit is not guaranteed. Here's how to tell which side of that trade you're on.

Penny Brief
Penny Brief
How Much of Your Retirement Should Be Roth?

Sep 15, 2026

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8 min read

How Much of Your Retirement Should Be Roth?

There's no magic percentage. But there is a formula, five situations where Roth clearly wins, and three where it quietly loses.

Penny Brief
Penny Brief
Can You Retire on $500,000? The Real Math

Sep 15, 2026

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8 min read

Can You Retire on $500,000? The Real Math

It depends on one number almost nobody calculates. Not your balance — your gap.

Penny Brief
Penny Brief
What Happens to Your 401(k) If You Quit at 50

Sep 15, 2026

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8 min read

What Happens to Your 401(k) If You Quit at 50

You keep the money. But the Rule of 55 won't save you, and one rollover can quietly cost you five years of access.

Penny Brief
Penny Brief
How Much Should Be in Your 401(k) at 30, 40, 50 and 60?

Sep 15, 2026

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8 min read

How Much Should Be in Your 401(k) at 30, 40, 50 and 60?

The benchmarks, the math behind them, and what to actually do when your balance is nowhere close.

Penny Brief
Penny Brief
How to Turn Your 401(k) Into a Monthly Paycheck?

Sep 15, 2026

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9 min read

How to Turn Your 401(k) Into a Monthly Paycheck?

Nobody retires and gets a direct deposit from their 401(k). Here's how to build one yourself, in four accounts.

Penny Brief
Penny Brief
When Should You Stop Maxing Out Your 401(k)?

Sep 15, 2026

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9 min read

When Should You Stop Maxing Out Your 401(k)?

Maxing out your 401(k) is not automatically the smartest thing you can do with your next dollar. Here's the order that actually works.

Penny Brief
Penny Brief
The Best Age for Your 401(k) Isn't 65

Sep 15, 2026

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9 min read

The Best Age for Your 401(k) Isn't 65

  1. 59 and a half. The RMD gap. Why the real money moves happen before the birthday everyone celebrates.

Penny Brief
Penny Brief
The 10-Year Retirement Window: What to Do 5 Years Before and After Retirement

Sep 15, 2026

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7 min read

The 10-Year Retirement Window: What to Do 5 Years Before and After Retirement

5 years before, 5 years after. This is where retirements are actually won or lost.

Penny Brief
Penny Brief
The $1 Million Retirement Number Is Lying to You: 2026 Social Security Tax Rules Explained

Sep 15, 2026

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11 min read

The $1 Million Retirement Number Is Lying to You: 2026 Social Security Tax Rules Explained

There's a tax bracket that doesn't exist. You might be in it.

Penny Brief
Penny Brief

Penny Brief

The money news worth knowing, without the noise.

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