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The Roth Rules Every Early Retiree Needs to Know (And Three Mistakes to Avoid)

Learn how Roth IRAs, Roth 401(k)s, and Roth conversions work, including the five-year rules and three common mistakes early retirees should avoid.

Forest Dutton, CFP®, MSFP, MBA | October 1, 2026

The Case Against Rushing Into Roth Conversions in Early Retirement

There's a big gap between theory and reality when it comes to retirement tax planning. You've probably heard about the zero percent capital gains bracket and how powerful it can be as part of a Roth conversion strategy.

Forest Dutton, CFP®, MSFP, MBA | September 26, 2026

Why I Think "Never Touch Your Roth" Is Overblown

Should you really leave your Roth IRA untouched in retirement? Explore a flexible withdrawal strategy that can support early retirement, tax planning, and ACA subsidies.

Forest Dutton, CFP®, MSFP, MBA | September 11, 2026

Why Chasing ACA Subsidies in Early Retirement Might Cost You More Than You Think

Retiring before 65? Learn why maximizing ACA subsidies may not always make sense and how to balance healthcare costs with enjoying your early retirement.

Forest Dutton, CFP®, MSFP, MBA | September 10, 2026

ACA Subsidies, Roth Conversions, and the Most Powerful Account in Retirement: What You Need to Know

If you're thinking about retiring early and you've started doing any kind of tax planning, there's something you need to come to terms with sooner rather than later.

Forest Dutton, CFP®, MSFP, MBA | August 24, 2026

Real Estate in Retirement: What the Numbers Don't Tell You

For many Americans approaching retirement, real estate isn't just an asset. It's a source of pride, identity, and income. Whether it's the family home they've spent decades improving or a portfolio of rental properties that's generated steady cash flow throughout their working years, real estate often feels like a bedrock of financial security.

Forest Dutton, CFP®, MSFP, MBA | August 15, 2026

The Five Ps: Why You Can't Pull the Trigger on Retirement (And What to Do About It)

Financially ready to retire but afraid to take the leap? Discover the Five Ps that help you prepare emotionally and mentally for retirement

Forest Dutton, CFP®, MSFP, MBA | July 31, 2026

The Two, One, Zero Framework: How to Start Your Roth Conversion Planning the Right Way

Should you do a Roth conversion? Learn how the Two, One, Zero framework can help align Roth conversion strategies with your retirement and legacy goals.

Forest Dutton, CFP®, MSFP, MBA | July 31, 2026

Why Retiring Early and Spending More Could Be the Best Option You Haven't Considered

If you've spent any time researching retirement planning, you've likely gone deep on Roth conversions. You've studied tax brackets, mapped out distribution strategies, and maybe even lost a little sleep wondering whether your pre-tax accounts are going to create a tax nightmare down the road.

Forest Dutton, CFP®, MSFP, MBA | June 18, 2026