Protecting Your Assets with Steve Shyman

Protecting Your Assets with Steve Shyman

On Protecting Your Assets with Steve Shyman, Chicago's retirement, income and wealth coach helps thousands of people plan for a better financial life. Steve helps his clients avoid financial industry traps and manage as much risk, distress and confusion as possible. He treats the goals/objectives of each of his clients as if they were his own, in order to provide sound financial advice. Secure the peace of mind that you're entitled to. Meet with a fiduciary who commits himself to honest and integrity.

Episodes

February 21, 2026 50 mins

In this episode of Protecting Your Assets, Steve Shyman discusses the importance of proactive retirement planning in light of current market conditions and cultural shifts in retirement. He emphasizes the need for customized financial strategies to address longevity, healthcare costs, and tax implications, particularly focusing on the IRMA surcharge for Medicare. The conversation also highlights the risks associated with market vol...

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In this episode, Steve Shyman delves into the emotional and psychological aspects of retirement planning. Steve discusses the fears that retirees face, including financial anxiety, the fear of spending, and the emotional impacts of financial decisions. The conversation emphasizes the importance of having a solid plan that provides clarity, control, and confidence, while also addressing current market trends and economic uncertainti...

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February 7, 2026 51 mins

In this episode of Protecting Your Assets, host Steve Shyman discusses the evolving landscape of retirement planning, emphasizing the importance of adapting to new realities such as longer life expectancies, inflation, and technological advancements. He explores the implications of the Tax Cuts and Jobs Act, strategies for legacy planning, and the significance of lifestyle changes in retirement. The conversation also includes pract...

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In this episode of Protecting Your Assets, host Steven Shyman discusses the importance of early retirement planning, the habits of wealthy individuals, and the significance of maximizing tax-advantaged accounts. He emphasizes the need for wise investing strategies to protect against inflation and market volatility. The conversation also touches on the current precarious state of the market, historical context, and the potential imp...

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In this episode, Steve Shyman discusses the recent passing of Bob Weir from the band The Grateful Dead and transitions into the importance of early saving for retirement. The conversation covers various tax strategies, especially in light of the Tax Cut and Jobs Act extension, and emphasizes the significance of proactive tax planning for pre-retirees. The discussion also highlights the benefits of Roth IRAs, charitable remainder tr...

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In this episode of 'Protecting Your Assets', Steve Shyman discusses the importance of financial independence amidst growing uncertainty. He emphasizes that true financial independence is not just about having a large bank balance, but rather having sufficient resources to cover living expenses without relying on a paycheck. The conversation explores the role of passive income, the significance of planning, and the need to overcome ...

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In this episode of 'Protecting Your Assets', host Steve Shyman and estate planning attorney Jim Meason discuss the critical importance of estate planning, including the role of trusts, the probate process, and the necessity of powers of attorney. They share real-life stories that illustrate the consequences of inadequate planning and emphasize the need for proactive measures to protect assets and ensure family harmony. The conversa...

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December 6, 2025 51 mins

In this episode of 'Protecting Your Assets', Steve Shyman discusses essential strategies for retirement planning, emphasizing the importance of starting early, avoiding common financial mistakes, and preparing for unexpected expenses. The conversation covers various topics including income planning, handling windfalls, health care considerations, and the role of insurance in safeguarding financial stability. Listeners are encourage...

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In this conversation, host Steve Shyman discusses essential strategies for retirement planning, focusing on year-end tax strategies that can significantly impact retirees and pre-retirees. The discussion emphasizes the importance of making timely financial moves to enhance retirement savings and reduce tax liabilities. Key topics include required minimum distributions (RMDs), gifting strategies, and often-overlooked deductions that...

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In this episode of Protecting Your Assets, Steve Shyman discusses the various challenges retirees face today, including inflation, rising healthcare costs, longevity risk, market volatility, and the uncertainty surrounding social security and pensions. He emphasizes the importance of having a well-structured retirement plan that addresses these issues and provides strategies for ensuring financial security in retirement. The episod...

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On this 200th episode of Protecting Your Assets, host Steve Shyman discusses the latest economic news and how that could impact retirement planning. Trading economics and the United States debt balance on auto loans is stop number one. Followed by a discussion on the impact of massive credit card debt and what they may mean for people headed toward retirement. Warren Buffet at age 95 making a statement with his activity and Steve s...

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In this conversation, Steve Shyman discusses financial journalist Andrew Ross Sorkin latest article on the parallels between today's Wall Street and the market of 1929, highlighting the potential risks of an impending economic crash. We also chat up the role of AI and technology in the current economic boom, and express concerns about its sustainability and the possibility of a downturn. Client Circle guests Dan & Natalie join ...

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August 23, 2025 52 mins

In this conversation, Steve Shyman discusses the evolving landscape of retirement planning, emphasizing the need for updated strategies in light of changing economic conditions, inflation, and the potential cuts to Social Security. He critiques the outdated 4% withdrawal rule and highlights the importance of guaranteed income for a secure retirement. The discussion also touches on employee happiness and productivity, tax strategies...

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August 16, 2025 51 mins

In this conversation, Steve Shyman discusses the importance of reviewing annuities in light of changing interest rates and the evolution of annuity products. He emphasizes the need for clarity, control, and confidence in retirement planning, particularly regarding hidden fees in variable annuities and the potential benefits of 1035 exchanges. The discussion also covers the tax implications of retirement accounts, the concept of the...

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In this episode of Protecting Your Assets, Steve Shyman and Morgan Patrick discuss the critical aspects of retirement planning, including common myths, healthcare costs, tax strategies, and the importance of early savings. They emphasize the need for a comprehensive plan that includes estate planning and beneficiary designations, as well as the benefits of Roth conversions and annuities for guaranteed income. The episode also featu...

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August 2, 2025 52 mins

In this episode of Protecting Your Assets, Steve Shyman discusses various aspects of retirement planning, including the implications of paying off a mortgage, understanding retirement income needs, the downsizing dilemma, the importance of savings, and the impact of inflation on retirement income. He also explores the Buffett Indicator and its implications for market trends, the emotional side of retirement, and provides practical ...

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In this episode of Protecting Your Assets, Steve Shyman discusses the increasing uncertainty surrounding retirement planning in today's economic climate. He emphasizes the importance of having a solid retirement plan, especially as many Americans feel unprepared for retirement. The conversation explores the emotional aspects of retirement, the necessity of managing negative emotions, and the challenges faced by younger generations ...

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In this episode of Protecting Your Assets, Steve Shyman discusses the essential steps for creating a successful retirement plan. He emphasizes the importance of having a clear vision for retirement, building a smart income distribution strategy, and understanding the tax implications of retirement savings. The conversation also touches on the impact of divorce on financial stability and provides real-life scenarios to illustrate th...

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In this episode of Protecting Your Assets, Steve Shyman discusses the critical differences between saving and investing, emphasizing the importance of timing and balance in financial planning. He highlights the need for a comprehensive retirement strategy that considers longevity, inflation, and personal goals. The conversation also explores the concept of phased retirement, allowing individuals to transition gradually into retirem...

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In this episode, Steve Shyman discusses common financial mistakes that baby boomers make as they approach retirement. The conversation covers critical topics such as the implications of Social Security, the importance of early retirement contributions, risk management in investments, and the necessity of tax planning. Additionally, the episode highlights the challenges faced in the first year of retirement, including emotional and ...

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