This Tax Mistake Costs Retirees Six Figures
Many retirees accidentally push themselves into a higher tax bracket, costing them significant money. This video explains how to manage your tax brackets effectively, focusing on crucial aspects of…
Published April 1, 2026
Transcript
Many retirees accidentally push themselves into a higher tax bracket without realizing it, and that mistake can cost them six figures over retirement. After more than 30 years helping families plan for retirement, we see this constantly. People focus on filing taxes instead of controlling which brackets their income lands in.
Today we're going to break down bracket management in simple terms, and I'm going to show you how a few smart moves can significantly reduce the taxes you pay in retirement. But before we get into the strategy, there is one thing that almost everyone gets wrong when it comes to tax brackets.
Most people believe their entire income is taxed at their bracket. That would be brutal if it were true. But that is not how the tax system works. The US tax system is graduated, which means different portions of your income are taxed at different rates.
Think of tax brackets like a series of buckets. The first bucket fills at, say, 10%. When that bucket is full, the next dollars spill into the 12% bucket, then the 22% bucket, and so on, all the way up to 37.
For example, let's use a married couple filing jointly. Now, income up to $23,850 is taxed at 10%. Income above that and up to 96,950 is going to hit the 12% rate, and income from about 96,951 to 206,7 is going to be 22%. Only the dollars within each range are taxed at that rate.
So when someone says, "I'm in the 22% bracket," that doesn't mean that all of their income is taxed at 22%. Only the top portion of their income reaches that 22% bracket. Before trying to lower your taxes, make sure you understand the difference between your marginal tax bracket and your effective tax rate.
Quick question for you. Before this video, did you think all of your income was taxed at your bracket? Let us know in the comments below.
Let me show you how this actually plays out in real life. We reviewed a tax return for a client whose W-2 salary was about $25,000, but his S corp generated about 2.3 million dollars in income. His immediate reaction was, "I'm getting crushed. I'm in the 37% tax bracket."
That's what most high income earners assume when they see their top tax bracket on their tax return. They believe their entire income is taxed at that bracket. In reality, what matters far more is your effective rate, which is often dramatically lower than people assume.
So when we actually analyze that return and calculated what he truly paid across all of his income, his effective tax rate was about 26%. That's an 11 point difference between what he thought he was paying and what he was actually being billed for by the IRS.
Why does this matter? Because this is where bracket management becomes powerful. Once you understand where your dollars actually land in the tax structure, you can begin repositioning income to keep more of it in those lower brackets.
Okay, once you understand how brackets work, the real goal becomes simple. Keep as much income as possible in those lower tax brackets. If you understand this, you can legally move thousands of dollars of income out of those higher brackets.
Bracket management is not just about how much you earn. It is about how efficiently you position that income so that fewer dollars are spilling into those higher tax brackets. Think of this like water flowing between buckets. If you can redirect the flow before it spills into the next bucket, you keep more of the water where it is taxed less, in that first bucket.
So to do this, we use key strategies like above the line deductions, 401k contributions, and Roth re-positioning. Above the line deductions, they reduce taxable income before the IRS gets a hold of everything and starts throwing you in those tax brackets. Above the line, really important. That means every dollar you contribute has the potential to pull income back out of a higher bracket and drop it into a lower one.
Now you're probably thinking, "Yeah, but how do I actually accomplish this?" The good news is there's several simple ways to do this that many high income earners, they just miss it. And if you're able to implement any of these tools, you'll keep more of your income in the lower brackets, and that means you'll keep more of your income. None of them are complicated, by the way, but most people never think about them together as a system.
Some of the most common bracket management tools will include HSA contributions. These contributions reduce taxable income immediately. They receive triple tax advantages. Maximizing your 401k contribution: every dollar contributed, that reduces income exposed to those higher brackets. Above the line deductions, already talked about those. They reduce taxable income before the IRS gets a hold of everything to reach your AGI.
And then strategic income timing, really important. In some situations, just shifting income between years can keep more dollars in lower brackets. And then charitable contributions. If you itemize, these can directly reduce taxable income in those high income years. And if you don't itemize, there's something called bunching, which, if you don't normally itemize, you can group multiple years of giving into one year. Especially if you're trying to do a Roth conversion, bunching becomes very valuable.
Then there's donor advised funds. Now, these allow you to take large deductions in one year while spreading out your giving over time. Then there's deferred compensation. In some cases, if your employer offers this, you can delay income into those future years when you expect maybe that you'll be in a lower bracket. Then lastly, there's stock option timing. When you exercise a stock option, that will significantly affect how much income shows up on your tax return.
When these tools are used independently or together, they can meaningfully reduce how much of your income spills into those higher tax brackets, or buckets. So here's something you can do right now. Review your current income and ask a key question: What strategies could reduce the income that is spilling into a higher tax bracket?
Before we wrap up, if you were a business owner, bracket management becomes very powerful. Many business owners operate as an S corp, and when that is your entity election, which means the business income flows directly onto your personal tax return, you have some real advantages. Think of it like having multiple dials that allow you to make adjustments whenever you want.
Instead of income being fixed like a salary, business owners often have several levers that influence where their income lands when it comes to tax brackets. Now, these levers can include salary levels, retirement plan contributions, business deductions, Roth re-positioning strategies, and each of these decisions can change how much income spills into those higher tax brackets. When these decisions are made intentionally, business owners can often smooth their income across tax years and keep more of their money in lower brackets.
If you're a business owner, your tax strategy should not happen once a year by March 15th. It should be part of an ongoing conversation about how your income is structured throughout the year. If you need help with this, our firm offers a free second opinion service, and you can access it in the description below, or you can visit us at omnistarfinancial.com.
Bracket management is not about avoiding taxes. It is about controlling how much of your income falls into each bracket over time. The key question is really simple. Are you intentionally managing your tax brackets or just reacting to them every April? Small strategic decisions each year can save hundreds of thousands of dollars over a lifetime.
And there is one strategy that deserves its own conversation, because it can dramatically change how your retirement income is taxed. That strategy is Roth re-positioning, a way of intentionally shifting money from tax deferred accounts into tax free accounts so that more of your retirement income can be withdrawn with little or no taxes down the road.
Why don't you click or tap the screen now for a video where we break down exactly how this Roth re-positioning works, when it makes sense to use it, and why it can dramatically reduce the taxes many retirees are paying over the course of their retirement.
This transcript was generated automatically and may contain errors in names, figures and terminology. The episode itself is the authoritative version.


