Protect Your Assets

What do wealthy retirees do differently when it comes to spending, investing, and managing their financial future? In this episode of Protect Your Assets, David Hollander shares key lessons from decades of working with high-net-worth clients. You’ll hear insights on purposeful spending, systematic investing, team-based planning, debt strategies, and staying ahead of tax changes. Plus, David covers current market updates, cryp...

Thinking about selling your business? In this episode of Protect Your Assets, David Hollander discusses key considerations for business owners preparing for a potential sale. From cleaning up your books to understanding valuation methods like EBITDA and discounted cash flow, you’ll learn how to navigate the transition thoughtfully. 

David also explores tax implications, legal planning, and how to approach the emotional s...

On this episode of Protect Your Assets, David Hollander delves into the challenges of generational wealth planning and how to avoid the so-called third-generation curse. Discover the key mistakes that can unravel even the largest estates and learn proactive steps to keep your wealth growing for generations to come. From outdated estate plans to business continuity strategies and tax law changes, this episode covers essential consid...

With interest rates projected to fall in 2025, many investors are taking a closer look at what they consider “safe” money—particularly bonds and other fixed income investments. In this episode of Protect Your Assets, David Hollander explains how rate shifts may impact the performance of these traditionally conservative assets. You'll also hear a breakdown of key terms to know when reviewing bond holdings and why i...

Are you exploring ways to retire early but feeling uncertain about income, savings, or market volatility? In this episode of Protect Your Assets, David Hollander outlines five early retirement strategies that may help you better prepare for the road ahead. From maximizing contributions to tax-advantaged accounts to reassessing lifestyle expenses, discover approaches that could support an earlier transition out of the workforce. Whe...

Thinking about retiring or leaving your job? Before you take that leap, there are a few important things to understand. In this episode of Protect Your Assets, David Hollander—also known as The Sandman—walks through what to do before you retire from your job, including how to handle 401(k) vesting, unused PTO, HSAs, FSAs, and healthcare options. If you’ve been wondering how to transition out of your job without le...

Losing a spouse often means stepping into unfamiliar financial territory at a time when decision-making may feel overwhelming. In this episode of Protect Your Assets, David Hollander, joined by his daughter and Wealth Advisor Claire Hollander, offers thoughtful guidance on how widows can begin navigating their financial life after loss. They explore practical first steps, including organizing key documents, reviewing beneficiary de...

When David’s client Jim was making sandwiches with his eighth-grade daughter, Jessica, he didn’t expect a lesson on bear markets. But her surprising questions led to a deeper conversation about market downturns, retirement, and what it all really means. In this episode of Protect Your Assets, David “The Sandman” Hollander explains key facts about bear markets, shares insights on recent volatility, and challe...

After 25 years on the job, Frank was laid off—and he’s not the only one. With more layoffs happening across the Bay Area, many are left wondering what to do next, especially when it comes to retirement savings like 401(k)s, 403(b)s, or 457 plans. 

In this episode of Protect Your Assets, David Hollander, The Sandman, shares five key considerations for those facing job loss and weighing their retirement account optio...

In this episode of Protect Your Assets, David Hollander discusses five key considerations for strengthening your 401(k) in today’s uncertain market. With insights on interest rates, Fed policy, and economic trends, the episode offers practical strategies to help you reassess your retirement planning, reduce risk, and better position your portfolio for the years ahead. 

You can send your questions to questions@pyaradio.co...

Will Social Security be there when you need it? In this episode of Protect Your Assets, The Sandman, David Hollander, unpacks recent developments, including privatization discussions and new database access. With so many strategies for claiming benefits, understanding your options is key. Tune in for insights on what could be changing in 2025 and what to consider when planning for retirement. 

You can send your questions to qu...

In this episode of Protect Your Assets, host David Hollander discusses the role of annuities in navigating market volatility and protecting your wealth. He provides an in-depth look at fixed index annuities (FIAs) and multi-year guaranteed annuities (MYGAs), comparing them to other investment options like CDs. The episode also addresses common myths surrounding annuities, including misconceptions about death benefits and fees. Holl...

Markets are shifting—are you ready? With economic uncertainty on the rise, understanding alternative investments is more crucial than ever. In this episode of Protect Your Assets, David Hollander, The Sandman, breaks down how sectors like European stocks, healthcare, and bonds are performing, along with private markets and liquid alternatives that could help manage risk. Through real-world examples and David’s insights,...

In this episode of Protect Your Assets, David Hollander, The Sandman, wraps up the Retirement Boot Camp series by exploring how health and wellness impact your ability to enjoy your wealth. Joined by health advocate Sheila Hollander and hyperbaric therapy professional Alex Williams, David shares practical tips on better nutrition, fasting, hydration, and cutting-edge therapies. Later, his daughter Jackie Hollander offers insights o...

Join David Hollander, aka The Sandman, for the latest episode of Protect Your Assets, where he discusses strategies to help you approach the financial uncertainties of 2025. Explore the impact of inflation, interest rates, and common investment mistakes. Gain insights on aligning your financial approach with the changing landscape. This retirement boot camp episode offers practical information to support your financial planning for...

Start 2025 by exploring practical strategies to enhance your financial planning. In this advanced session of our New Year’s resolution financial boot camp, David Hollander, The Sandman, discusses ways to adapt to the changing tax landscape, approaches to Roth conversions, and considerations for retirement income planning. With real-life examples and timely insights, this episode provides valuable tools to help you make inform...

Start 2025 by reevaluating your financial strategies. In this episode of Protect Your Assets, The Sandman, David Hollander, explores foundational steps for managing your finances in the new year. From rethinking budgeting approaches to considering retirement goals, this episode offers insights to help you assess your current plans. You'll also hear updates on market trends, property taxes, and ways to adapt to ongoing economic chan...

When the paychecks stop, it’s important to know where your retirement income might come from. In this episode of Protect Your Assets, David Hollander explores 12 potential income sources for retirees and highlights how different types of income can be taxed. From Social Security to 401(k) withdrawals, real estate income, and even life insurance, David provides insights to help you navigate your options. Listen in for practica...