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Roth Conversions
Should you do Roth conversions? If so, when should you do Roth conversions? Some alternative strategies to minimize taxes on RMDs without doing Roth conversions, etc.


What is IRMAA and How Can It Affect You?
Are your Medicare premiums about to spike unexpectedly? Discover the rules of the Medicare IRMAA tax trap, understand its strict two-year lookback mechanism, and learn eight strategies to safeguard your retirement income.

John Macy
Jul 8
Guiding Principles for Roth Conversions
Roth conversions are a powerful retirement tool, but timing is everything. Do them at the wrong time or tax rate, and you could end up worse off than leaving the money in your Traditional IRA. Discover the guiding principles for getting it right, how to find the tax bracket "sweet spots," and how to avoid costly hidden complications like Medicare IRMAA surcharges, NIIT, and the Widow's Tax Trap. Learn how to ensure the tax math always works in your favor.

John Macy
Jun 18
Tax-Smart Roth Conversion Strategies
Is a Roth conversion always the right move? For many households, prepaying taxes can be a costly mistake due to negative tax arbitrage. Large conversions can also trigger hidden penalties like the Medicare IRMAA cliff, Social Security tax torpedo, and ACA subsidy losses. Learn when to pause a conversion and discover superior, tax-free alternatives like Qualified Charitable Distributions (QCDs) and Donor-Advised Funds to maximize your lifetime after-tax wealth.

John Macy
Jun 18
The Widow's Tax Trap: The Hidden Retirement Threat Most Couples Overlook
When a spouse passes away, household income often drops—but their tax bill can unexpectedly skyrocket. Discover why the hidden "widow's tax trap" catches so many retirement-age couples off guard and how proactive wealth management can shield your surviving partner.

John Macy
Jun 16
QCDs: The Tax-Smart Way to Give
Written by John Macy, Financial Coach, MBA, Retirement Income Certified Professional® (RICP) How to Use Qualified Charitable Distributions to Satisfy Your RMDs While Supporting Your Favorite Causes Executive Summary Quick Facts for 2026: Eligibility: Age 70 ½ or older 2026 Limit: $111,000 per individual Main Benefit: Satisfies RMDs tax-free and lowers Adjusted Gross Income (AGI) Requirement: Funds must move directly from IRA to a 501(c)(3) charity Understanding the Tax Trap A

John Macy
Mar 3
Roth vs. Traditional: Which Makes More Sense for You?
When should you make Roth contributions and when should you choose to contribute to a Traditional IRA/401(k)? Key rules of thumb and decision factors.

John Macy
Dec 10, 2025
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