Most people watch their account balances closely, but very few know the number that matters most in retirement: how much they will actually owe in taxes. That number can change everything about what you can spend, how long your money lasts, and the choices you get to make in the years ahead.
In this episode, Ryan Thacker and Tyson Thacker walk through the real tax challenges facing retirees and why so many families are caught off guard. They explain why taxes often rise in retirement, how different income streams are taxed, and why understanding your tax buckets can help you avoid unnecessary surprises.
Ryan and Tyson discuss:
The three tax buckets and how each one affects your retirement income
Why most retirees underestimate their future tax bill
How RMDs, Social Security, pensions, and investment income interact
The power of tax bracket management and Roth strategies
The long-term impact of delaying tax planning
How forward-looking tax analysis can help families keep more of what they saved
Most people focus on investment returns, but the real threat to a comfortable retirement often hides in plain sight. Taxes can quietly drain away more of your savings than you ever expected, and the window to take control may be smaller than you think.
In this episode, Ryan Thacker and Tyson Thacker break down how today’s historically low tax rates can create a rare opportunity for pre-retirees and retirees. They explain why strategic Roth conversions may help you keep more of your money, how required minimum distributions can trigger bigger tax bills later in life, and why waiting could mean giving up one of the most valuable planning windows available.
Ryan and Tyson discuss:
Why so much retirement savings sits in tax-deferred accounts, and why that can create problems later
How expanded tax brackets in the current law may help you convert more at potentially lower rates
Why timing matters with Roth conversions and how to avoid pushing yourself into higher tax brackets
How proactive planning can help you reduce uncertainty and build more control into your retirement income
What Washington proofing your retirement really means and how to get started before year-end
Are you ready to simplify the complexities of high-net-worth tax planning and maximize your retirement savings? Today, we unveil key strategies with our expert guest, Jeremy Green.
In this Retirement Solutions The Podcast episode, Tyson Thacker and Ryan Thacker are joined by Jeremy Green, a highly experienced advisor specializing in high net worth tax situations, estate, and business planning. Listen in as Jeremy shares his strategies for managing tax-efficient retirement income and maximizing the value of your financial assets, offering a behind-the-scenes look at how B.O.S.S. Retirement Solutions creates customized retirement plans. Discover actionable strategies for integrating your legal, financial, and tax planning matters and exploring unique opportunities available for those with highly appreciated assets.
Top discussion points include:
The benefits and implications of Roth conversions, life insurance, and other tax-free options for retirement planning
How to approach tax planning with highly appreciated stock and minimize capital gains taxes
The potential impact of upcoming tax changes and how to prepare for them with strategic planning
Examples of successful retirement strategies and the importance of early planning to maximize opportunities
Jeremy Green is a subject matter expert in high-net-worth tax, estate, and business planning with 22 years of experience. He collaborates with professional advisors, closely held business owners, and clients with significant assets to integrate and clarify their business, estate, philanthropic, tax, investment, and life insurance plans.
Over his career, Jeremy has eliminated millions of dollars in unnecessary present and future combined fees, estate, income, and capital gains taxes by restructuring how assets are owned before the sale of businesses or real estate. He has also adjusted business operating agreements to preserve otherwise lost stepped-up tax cost basis, modified the number and complexity of existing trust arrangements, optimized trust, and business-owned life insurance funding, and reduced excessive investment management expenses. Additionally, Jeremy serves as a paid expert witness, testifying on the proper design and execution of tax, wealth, and insurance planning techniques in FINRA three-judge panel arbitration and litigation in the U.S. Federal District Court.
Jeremy is admitted to practice before the IRS as an Enrolled Agent. He is also a Certified Financial Planner®, Certified Trust Financial Advisor, Certified Employee Benefit Specialist, Chartered Life Underwriter, and Accredited Estate Planner. He holds a degree from the Institute of Certified Bankers National Graduate Trust School, the American Institute of Bankers Personal Trust School, and the American College’s Master of Science in Financial Services program.
