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Latest Episodes
Do You Still Need Life Insurance in Retirement? Smart Strategies for RMDs, Taxes & Legacy Planning
September 9, 2025Life insurance isn’t just for when you’re working—it can be a powerful tool in retirement. In this episode of Protect Your Assets, host David Hollander, The Sandman, breaks down whether retirees should keep their life insurance policies, how required minimum distributions (RMDs) can be converted into tax-free wealth for heirs, and why today’s interest rate environment may offer opportunities to upgrade existing coverage.
You’ll also learn:
• The key differences between term and permanent life insurance in retirement.
• How life insurance can supplement retirement income and provide long-term care benefits.
• Strategies for using life insurance to offset taxes, protect your spouse, or strengthen your estate plan.
• Tips for qualifying for coverage after age 65 and why underwriting rules matter.
Whether you’re approaching retirement or already there, this episode will help you evaluate your current policies, uncover hidden value, and decide if life insurance still belongs in your financial plan.
The Financial Advisor Checklist: 8 Things They Should Be Doing
August 18, 2025Are you confident your advisor is covering everything that matters for your retirement? In this episode of Protect Your Assets, David Hollander walks through a practical financial advisor checklist, including eight signs that reveal whether your advisor is truly providing comprehensive planning or just focusing on investments. From tax planning and Roth conversions to income strategies and team support, discover what could be missing from your plan and how to spot the red flags before it’s too late.
Roth IRA Conversion 2025: How the Big Beautiful Bill Could Impact Your Retirement Strategy
August 11, 2025Thinking about a Roth IRA conversion in 2025? With tax rates locked in and new deductions available under the Big, Beautiful Bill, this year could be an ideal time to move funds from a traditional IRA or 401(k) into a tax-free Roth IRA. But timing is everything, and making the wrong move could increase your Medicare premiums or push you into a higher tax bracket. In this episode of Protect Your Assets, David Hollander explains how Roth conversions work, the benefits and risks in today’s tax environment, and strategies to determine the right amount to convert.
Are You Really Ready to Retire? Take the 34-Point Checklist Challenge
August 4, 2025Considering retirement in the near future or already there? In this episode, David Hollander shares highlights from Liberty Group’s 34-point Retirement Checklist Challenge. The list covers questions about income planning, inflation, Social Security, real estate, and more, designed to help you think through the complexities of retirement. This episode offers a chance to evaluate where you stand and what steps may be worth considering next.
The Big, Beautiful Bill: Tax Changes and Deadlines to Know
July 28, 2025The 2017 tax cuts are no longer temporary. The Big, Beautiful Bill has locked in some provisions while introducing new rules, revised deductions, and expiration dates that affect income, charitable giving, estate planning, and retirement strategies.
In this episode of Protect Your Assets, David Hollander discusses:
Changes to tax brackets, deductions, and exemptions beginning in 2025 and beyond
How new rules may affect charitable contributions, gifting, and capital gain planning
Key considerations for trusts, Roth conversions, and required minimum distributions
Recent developments in stablecoins and crypto legislation
This episode highlights timelines and considerations to discuss with your financial, legal, or tax professional as you review your own plan.
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Let’s Strengthen Your Financial Future Together
Your goals are important to us. If you’d like to learn more about your financial options, you’re welcome to speak with our team or join one of our educational workshops.
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