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From 401k to Financial Freedom

Newsletter for people who want to retire in the next 5 years. Understand your taxes and retirement choices so you can make decisions with confidence.
By:  Nate Lewis CFP® EA

Featured

The 5 Years That Decide Whether Retirement Works

Jan 11, 2026

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3 min read

The 5 Years That Decide Whether Retirement Works

Work hard. Contribute. Don’t touch it. Everything else will sort itself out. I wish that were true.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
Your portfolio has two careers. Is it trained for both?

May 31, 2026

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2 min read

Your portfolio has two careers. Is it trained for both?

Turn “I hope we’re okay” into a plan you can explain.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
The Roth Conversion Question Almost Everyone Is Asking Wrong

May 24, 2026

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1 min read

The Roth Conversion Question Almost Everyone Is Asking Wrong

A simple flowchart to help you decide whether a Roth conversion could lower your lifetime taxes... or quietly increase them.

Nate Lewis CFP® EA
Nate Lewis CFP® EA

Articles

Your portfolio has two careers. Is it trained for both?

May 31, 2026

•

2 min read

Your portfolio has two careers. Is it trained for both?

Turn “I hope we’re okay” into a plan you can explain.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
Does it feel like Everything Costs More Again?

May 27, 2026

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2 min read

Does it feel like Everything Costs More Again?

Rising prices are not just affecting your grocery bill. They may quietly change retirement, income, and planning decisions too.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
The Roth Conversion Question Almost Everyone Is Asking Wrong

May 24, 2026

•

1 min read

The Roth Conversion Question Almost Everyone Is Asking Wrong

A simple flowchart to help you decide whether a Roth conversion could lower your lifetime taxes... or quietly increase them.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
Is Your Goal Zero Taxes in Retirement?

May 17, 2026

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2 min read

Is Your Goal Zero Taxes in Retirement?

Why smart retirees sometimes choose to create taxable income on purpose.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
What Feels Safe... Might Be Your Biggest Risk

May 10, 2026

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3 min read

What Feels Safe... Might Be Your Biggest Risk

What part of your financial life feels “safe”...simply because you haven’t looked at it in a while?

Nate Lewis CFP® EA
Nate Lewis CFP® EA
When even the experts disagree

May 8, 2026

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2 min read

When even the experts disagree

Why uncertainty may matter more than the next rate move.

Nate Lewis CFP® EA
Nate Lewis CFP® EA
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Taxes & Retirement CU

Insights on taxes and retirement decisions, from Nate Lewis CFP® EA, a local CFP and Enrolled Agent

© 2026 From 401k to Financial Freedom.
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