565: Tax Strategies for High Earners—And What to Avoid episode artwork

EPISODE · Jun 28, 2026 · 39 MIN

565: Tax Strategies for High Earners—And What to Avoid

from Wealth Formula Podcast

One of the biggest frustrations I hear from successful professionals, business owners, and investors is simple: "I feel like I'm paying more and more in taxes, but nobody is showing me legitimate ways to reduce them." The reality is that there are numerous tax strategies available to high earners. The challenge is separating strategies grounded in well-established tax principles from those that rely heavily on subjective interpretations, aggressive valuations, or structures that may attract unwanted IRS scrutiny. Personally, I prefer strategies that are as black-and-white as possible when it comes to the tax code. Over the years on Wealth Formula, we've discussed many of these approaches, including cost segregation studies, bonus depreciation, real estate professional status, retirement plan strategies, charitable planning, and other opportunities available to high-income earners. What I generally try to avoid are strategies that rely heavily on subjective valuations or interpretations. A good example is the conservation easement space, where the IRS has significantly increased enforcement activity in recent years. Whether certain transactions were originally well-intentioned or not, many investors have found themselves dealing with audits and uncertainty that simply aren't worth the headache. I speak from personal experience. In this week's episode, I speak with Chris Miller about a variety of tax planning concepts currently being used by high-income individuals and business owners. Some of these strategies may be familiar to longtime listeners, while others may be new. The goal of the discussion is not to promote any particular strategy, but rather to educate you on what's available and encourage informed conversations with your own advisors. As always, there is an important caveat: This podcast is intended solely for educational purposes. Neither Chris nor I are providing tax advice to you personally. If you decide to explore any strategy discussed in this episode—whether through Chris's firm or any other advisor—you should conduct thorough due diligence, involve your own CPA and legal counsel, and make sure you fully understand both the potential benefits and risks before moving forward. I should also point out that I personally like a strategy that combines our Wealth Accelerator strategy with charitable planning. In its simplest form, it combines charitable giving with properly structured life insurance to potentially create: • Significant current-year tax deductions • Future tax-free income for life • A meaningful legacy for both your family and charitable causes Like any strategy, it isn't appropriate for everyone, but it represents the type of planning I generally find most attractive—where the rules are relatively clear and the tax treatment is well established. If you would like to schedule a call with me specifically about the Wealth Accelerator strategy, you can do so here: https://wealthformulabanking.com/ In the meantime, I hope you'll enjoy this interview and come away with a few new ideas. If you decide to contact Chris's firm, be sure to let them know you came through the Wealth Formula Podcast. They are offering fee waivers for members of our audience. Let me know what you think!

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565: Tax Strategies for High Earners—And What to Avoid

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This episode was published on June 28, 2026.

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One of the biggest frustrations I hear from successful professionals, business owners, and investors is simple: "I feel like I'm paying more and more in taxes, but nobody is showing me legitimate ways to reduce them." The reality is that there are...

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