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Taxes
Strategies for reducing taxes.


Retirement Tax Planning: 12 Strategies to Reduce Taxes and Keep More Income
Taxes can quietly become one of the largest expenses in retirement—but thoughtful planning can significantly reduce their impact. Learn how Roth conversions, strategic withdrawals, asset location, QCDs, tax-loss and tax-gain harvesting, and other proven strategies can help minimize lifetime taxes, increase after-tax retirement income, and preserve more wealth for your family and charitable goals.

John Macy
Jul 24


The Hidden Retirement Tax Risks: How Taxes Can Quietly Reduce Your Retirement Security
Taxes are one of the most overlooked risks in retirement. Required Minimum Distributions (RMDs), Social Security taxation, IRMAA, the Net Investment Income Tax (NIIT), widowhood, and inherited IRA rules can quietly increase your lifetime tax bill. This article explains the hidden tax risks retirees face and why recognizing them early is the first step toward building a more tax-efficient retirement.

John Macy
Jul 23
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-Efficient Asset Location
You’ve picked your investments, but do you know where they should live? Asset location is the simple art of using the tax code to boost your retirement nest egg without taking on extra risk. By strategically placing tax-inefficient bonds in Traditional IRAs, high-growth stocks in Roth accounts, and index funds in taxable brokerages, you can drastically reduce "tax drag." Discover how a few simple placement tweaks can save you thousands of dollars over time.

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
Best Retirement Withdrawal Strategies
Following the old rule of thumb to spend taxable accounts first and save your Roth for last can backfire, triggering massive tax spikes, IRMAA surcharges, and the "widow's tax trap." Discover a better way to coordinate your Traditional, Roth, and brokerage assets. This guide explores three tax-smart alternatives—Bracket Filling, the Withdrawal Waterfall, and Blended Withdrawals—to help smooth your lifetime tax bill and protect your hard-earned retirement 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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