EPISODE · Jan 28, 2026 · 1H 5M
Will High Earners Actually Pay Less Tax in Retirement?
from The Financial Harmony™ Podcast
High earners are often told they’ll be in a lower tax bracket in retirement.For executives and business owners, that promise rarely holds up.In this episode of the Financial Harmony™ Podcast, Dr. Preston Cherry breaks down why retirement taxes are often higher—and more complex—than people expect. While income may decline, taxable income often doesn’t, due to RMDs, taxable Social Security, Medicare IRMAA surcharges, and capital gains.In this episode:Why “lower” doesn’t always mean low for high-income retirees.The hidden tax layers most retirement plans underestimate.Why retirement income is often lumpy, not smooth.Practical strategies for lifetime tax smoothing and withdrawal sequencing.Segment highlights:The Wealth Word: Why the “low-tax retirement” idea persistsThe Signal: Cutting through noise, headlines, and false certainty in retirement planningThe Money Move: How tax brackets really work in retirement and what to plan for insteadFinancial Harmony™: The financial and emotional investment we make in adult children—and how to audit it without guiltCulture Corner: Why this podcast paused, and how alignment—not hustle—brought it back🎯 Start here:Take the Gen X Retirement Readiness Scorecardhttps://concurrentfp.typeform.com/genx-scorecardGo deeper:Join the Financial Harmony™ Membership: https://www.concurrentfp.com/financial-harmony-membership/Explore flat-fee fiduciary planning with Concurrent Wealth Management: https://www.concurrentfp.comSubscribe for weekly conversations on money, meaning, and life alignment.@DrPrestonCherryThe Financial Harmony™ Podcast is produced by Concurrent Wealth Management. Dr. Preston Cherry, CFP®, Ph.D., is the founder and a dollar-based flat-fee fiduciary financial advisor based in Houston. He works directly with high-income Gen X professionals and oil and gas executives on retirement, tax, and investment decisions through comprehensive financial planning and integrated investment management.Learn more at concurrentfp.com
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High earners are often told they’ll be in a lower tax bracket in retirement. For executives and business owners, that promise rarely holds up. In this episode of the Financial Harmony™ Podcast, Dr. Preston Cherry breaks down why retirement taxes are often higher—and more complex—than people expect. While income may decline, taxable income often doesn’t, due to RMDs, taxable Social Security, Medicare IRMAA surcharges, and capital gains. In this episode: Why “lower” doesn’t always mean low f...
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Will High Earners Actually Pay Less Tax in Retirement?
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