Protect your Assets With David Hollander


David Hollander, The Sandman℠, strives to help his listeners sleep well at night, knowing their assets are protected. Hear our show on KNBR, your favorite podcast app.

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Sundays 7–8 PM
& Mondays 6–7 PM (Replays)
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Latest Episodes

The Financial Advisor Checklist: 8 Things They Should Be Doing

August 18, 2025

Are 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, 2025

Thinking 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, 2025

Considering 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, 2025

The 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.

5 Retirement Blind Spots You Can’t Afford to Ignore

July 21, 2025

What are the retirement blind spots many people fail to consider? In this episode of Protect Your Assets, David Hollander explores five commonly missed areas that can impact your retirement experience; such as outdated estate planning, shifting tax laws, rising healthcare costs, underestimated longevity, and a potential loss of purpose post-retirement. He also discusses how the new “Big, Beautiful Bill” may affect existing trust structures. Understanding these blind spots can offer useful perspective as you evaluate your retirement plans.

Protect Your Information!

Listen to this six-minute “minicast” for tips to help protect your personal information and financial data:

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