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We encourage Baby Booomers and those looking ahead to retirement to increase their knowledge in the areas of taxes and how they can navigate some of the “government gotchas” as we call them. Check out the articles below and expand your knowledge.


Roth Conversion and IRMAA: Stop at the Tier or the Tax Bracket?
How to size a 2026 Roth conversion around Medicare IRMAA tiers: the one-dollar cliff, what each tier costs, and when the tax bracket should decide.

Davis Oliver
2 days ago6 min read


Before a Large Roth Conversion: 10 Questions Our Clients Ask
The 10 questions retirees ask most before a large Roth conversion, answered with 2026 figures.

Davis Oliver
2 days ago3 min read


Roth Conversion Case Studies: 6 Real Retirement Tax Plans From 2026
Six anonymized Roth conversion case studies from 2026 planning meetings: Medicare IRMAA, RMDs, a surviving spouse, and heirs.

Davis Oliver
2 days ago6 min read


Roth Conversion Deadline 2026: What to Do Before December 31
The 2026 Roth conversion deadline is December 31. The 2026 tax brackets, IRMAA and RMD checks, and how much to convert.

Davis Oliver
2 days ago4 min read


How High Earners Eliminate Debt!
High income professionals, especially doctors and attorneys, often face a frustrating reality. They work incredibly hard to earn a strong income and yet a significant portion of what they make disappears to taxes and debt.

Davis Oliver
Jun 54 min read


The Hidden Cost of High Income!
Please Click the Above Image to Watch This Short, Important Message In this week’s Taxes Saved Reviews, we discuss how, for many high-income professionals, success can feel like a double-edged sword. Medical professionals, attorneys and other highly trained professionals often spend decades sacrificing time, energy, savings and personal freedom to build a career that produces a substantial income. But once they arrive, many of them realize something unsettling; they have mone

Davis Oliver
May 294 min read


Turning High Income into Strategic Tax Savings
Click the Picture Above to Watch a Short, Important Message This week’s Taxes Saved Case of the Week highlights a powerful strategy designed for high income medical professionals. While each client scenario presents a unique mix of income sources, tax exposure and planning opportunities, this case stands out due to both the level of income involved and the speed at which meaningful financial progress can be achieved. These clients are a married couple who both work in the m

Davis Oliver
May 183 min read


How One Couple Just Saved $1.2 Million in Tax!
In this week’s Taxes Saved Reviews, we look at a high-earning couple who experienced a transformational financial year after selling part of their business. This pushed their income to over $3 million. While that level of success is exciting, it also carries a steep tax burden. Without proper planning, a significant portion of that windfall would have gone directly to the government. Instead, they chose a different approach.

Davis Oliver
May 113 min read


Why It's Great to Have a Tax Problem!
It's great to have a tax problem because a tax problem means you're making money; it means you're winning. At Taxes Saved, helping people solve those problems is what we do every day.

Davis Oliver
May 42 min read


An Inherited IRA Tax Trap!
A real-world case study highlighting the hidden tax risks created by the Great Wealth Transfer and recent changes under SECURE Act 2.0. As an estimated $37 trillion transitions from Baby Boomers to their heirs over the next decade, much of that wealth sits inside tax-deferred accounts like IRAs and 401(k)s.

Davis Oliver
Apr 274 min read


$212,000 Tax Saved and $1.5 Million Tax Free!
Click the Video to Watch This Short, Important Message This week’s Taxes Saved Reviews case study highlights a high‑income married couple. Both have strong W‑2 salaries and face significant federal and state tax exposure. With a combined income of approximately $628,000, their annual tax burden was already substantial. Like many high earners, they had accumulated assets in traditional, tax‑deferred retirement accounts and assumed that distributions would be handled far in the

Davis Oliver
Apr 203 min read


How a Client Captured $100,000 in Tax Savings
At Taxes Saved, we believe the best way to understand proactive tax planning is to see it in action. In this week’s case study, we’re breaking down how a high income couple in South Carolina used smart business structuring and strategic asset acquisition to dramatically reduce their tax burden and build long term, cash flowing assets.

Davis Oliver
Apr 134 min read


How One Couple Just Saved $89,000!
This week’s Taxes Saved Case of the Week focuses on a married couple from Maryland who wanted clarity and control during what may be their final high‑income working years.

Davis Oliver
Apr 64 min read


$470,000 Roth Conversion With No Added Tax Bill!
This week’s Taxes Saved Reviews stresses that, for high income retirees, successful professionals and business owners, the greatest tax risk often isn’t behind you, it’s still ahead.

Davis Oliver
Mar 303 min read


How One Retiree Converted $500,000 to a Roth IRA and Paid Zero $ in Federal Income Tax on the Conversion
Required Minimum Distributions (RMDs) don’t ask for permission — they force taxable income onto your return whether you need the money or not.

Davis Oliver
Mar 234 min read


How a $5 Million IPO Payout Nearly Cost Our Client $2 Million in Taxes
Imagine this: After decades of building a career, you finally receive a life-changing payout. Five million dollars hits your account. For a brief moment, everything you worked for has paid off. Then you look at your check stub.

Davis Oliver
Mar 133 min read


Strategies You Need to Learn Before Taxes Rise!
The tax landscape is shifting for high‑income earners who are W‑2 employees, 1099 earners, business owners or retirees drawing from sizable accounts.

Davis Oliver
Mar 64 min read


The Supreme Court Tariff Ruling and Your Taxes
The Supreme Court’s recent decision striking down federal tariff protections made headlines for political reasons. But here’s what didn’t make the headlines, the decision potentially removed $1.4 trillion to $1.8 trillion in projected federal revenue. When Washington loses revenue, it replaces it. Historically, that replacement comes from one place, income taxes. Here’s the problem. If you’re a high-income earner or retiree who has saved diligently in traditional 401(k)s an

Davis Oliver
Feb 273 min read


$100,000 in Taxes Recovered - After the Year Ended!
If you’re a high‑income W‑2 earner, a 1099 professional, a business owner or a retiree with significant taxable income, this week’s case study could change how you think about tax planning forever. We often meet clients who don’t believe anything can be done once a tax year has ended. That assumption is costing many high‑income households tens (sometimes hundreds) of thousands of dollars. This week’s case study is the perfect example. We helped a client in the first quarter

Davis Oliver
Feb 204 min read


$192,996 Tax-Savings in One Year!
High income earners often come to a painful realization; the more you earn, the harder the tax system works against you. Whether you’re a W 2 employee, a 1099 wage-earner, a business owner or a retiree drawing significant income, taxes can easily become your largest lifetime expense. That is, unless you take control.

Davis Oliver
Feb 134 min read
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