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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Latest Episodes

Retirement Planning for Couples: Stop Money Fights and Build a Plan You Both Believe In

October 20, 2025

Money is one of the most common sources of tension in marriage, especially when retirement is around the corner. In this episode of Protect Your Assets, David Hollander shares the story of Jim and Francine, a couple weighing whether to remodel their kitchen or step into retirement.

Hear how they learned to align their goals, rebuild communication after past market losses, and develop a plan that reflects both partners’ priorities. David also discusses how the Big, Beautiful Bill may influence taxes and trusts, along with a market update and practical portfolio considerations for year-end.

The First 100 Days of Retirement: What Really Happens After You Stop Working

October 13, 2025

The first 100 days of retirement can feel a lot like bringing home a newborn—exciting, uncertain, and full of surprises. In this episode of Protect Your Assets, David Hollander explains why so many new retirees struggle during this transition and what you can do to prepare. From the loss of routine to changing relationships and financial adjustments, learn how to approach your first 100 days of retirement with clarity and confidence by focusing on five key pillars: income, investments, estate, health, and purpose.

Long-Term Care Planning: Costs, Caregivers, and Veteran Benefits Explained

October 6, 2025

When your health fails, families often bear the emotional and financial cost. In this episode of Protect Your Assets, David Hollander dives into long-term care planning, from real-life caregiving challenges to understanding the true cost of in-home and facility care. Learn how to evaluate caregivers, what long-term care can cost in California, and how veterans or their spouses may qualify for the VA’s Aid and Attendance benefit to help pay for care.

David also breaks down key RMD strategies for retirees age 73 and older, including how a QLAC can reduce taxable income and delay distributions. Plus, a brief market update and what to watch for as year-end approaches.

Pet Insurance Explained: Costs, Coverage, and When It’s Worth It

September 29, 2025

Is pet insurance worth the cost? In this episode of Protect Your Assets, David Hollander breaks down what pet insurance covers, how accident vs. accident-and-illness plans differ, and what to know about deductibles, reimbursement rates, and annual limits. He also highlights exclusions like dental cleanings, how premiums can vary by age and zip code, and options for puppies, kittens, or older pets with pre-existing conditions.

Estate Planning for Collector Cars: Trusts, Probate, and Tax Strategies

September 22, 2025

For many car lovers, a classic or collector car represents memories, passion, and pride. Yet few owners stop to think about what happens to these valuable vehicles when they’re no longer around. In this episode of Protect Your Assets, David Hollander shares how estate planning can help protect both your car collection and your loved ones. He covers the importance of deciding whether heirs should keep or sell a vehicle, how placing cars in a trust can help avoid probate delays, and why appointing a special executor may make sense for unique assets like cars. You’ll also hear how to organize records and appraisals, what to know about capital gains rules and step-up in basis, and when charitable donations might provide tax advantages. Whether you own a single classic car or an entire collection, this episode offers practical guidance on preparing for the future while preserving what matters most.

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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.

Or give us a call at 888.588.5818