The First Five Years of Retirement Decide the Next Twenty
Wade Pfau's research shows the first 10 years of retirement drive about 77 percent of the final outcome. Sequence of returns risk is the most underestimated threat retirees face.
A single dollar over $200,000 in income can trigger the Net Investment Income Tax, costing retirees an extra 3.8% on their investment income, but there are strategies to avoid this costly threshold.
The Net Investment Income Tax (NIIT) creates one of retirement's most expensive surprises. Cross the $200,000 income threshold as a single filer (or $250,000 married filing jointly), and you'll owe an additional 3.8% tax on investment income like dividends, capital gains, and rental income.
Here's where it gets costly: that extra dollar doesn't just cost you regular income tax. It can trigger NIIT on all your investment income, potentially adding thousands to your tax bill.
For example, if you earn $199,999 in modified adjusted gross income (MAGI) plus $100,000 in investment income, you owe zero NIIT. But earn $200,001 plus that same $100,000 in investment income? You'll pay 3.8% on the entire investment amount, an extra $3,800 in taxes.
The net investment income tax becomes particularly tricky when planning retirement moves. Roth conversions, while valuable for long-term tax planning, increase your MAGI and can inadvertently push you over the NIIT threshold.
Consider this scenario: You're a Maryland retiree with $180,000 in pension and Social Security income, planning a $50,000 Roth conversion. You also receive $75,000 annually in dividend income from your investment portfolio.
Without the conversion, your total income stays under $200,000, no NIIT applies. But that $50,000 Roth conversion pushes your MAGI to $230,000, triggering NIIT on your entire $75,000 in dividend income. The result? An unexpected $2,850 tax bill on top of the conversion taxes.
Other retirement decisions that can trigger the threshold include:
Smart retirement planning means understanding these tax cliffs before making major financial moves. Consider spreading large Roth conversions across multiple years, timing asset sales strategically, or adjusting your investment income sources.
Working with advisors who understand these nuances, whether you're in Annapolis or anywhere across the Mid-Atlantic, can save you thousands in unnecessary taxes while still achieving your retirement goals.
If you want personalized guidance on how the Net Investment Income Tax might affect your retirement strategy, consider taking our Retire Ready Score for insights tailored to your situation.
If you want help building a retirement plan that actually makes sense for your situation, our team at Compound Advisory does this work every day. You can schedule a complimentary review at https://compoundadvisory.co/free-assessment.
Have questions about your specific situation? Take the free Retire Ready Score →
More on income planning from the TRRP editorial team.

Wade Pfau's research shows the first 10 years of retirement drive about 77 percent of the final outcome. Sequence of returns risk is the most underestimated threat retirees face.

Morningstar now anchors the safe withdrawal rate at 3.9 percent. Bill Bengen says 4.7 percent. The honest answer is the 4 percent rule was a starting point, not a finish line.

Four months into 2026, headlines moved fast. For retirees, the question is not what the market will do next. It is whether the plan still works if it does the worst.
Our content gives you the knowledge. A qualified advisor can help you act on it.
Take the Free Assessment