Life, Legacy & Wealth

Choosing the right trustee is one of the most important — and most overlooked — decisions in estate planning. In this episode, attorney Tom Moss breaks down what families need to know before naming a trustee, from red flags that signal the wrong choice to the “desired behaviors” clauses that can reduce family conflict before it starts. Tom also tackles the co-trustee question, the case for corporate trustees, and why “keeping things equal” isn’t always the right approach. Whether a trust is already in place or just getting started, this episode offers a practical roadmap for making one of the most consequential decisions a family will face. In this episode, you will hear: Why “keeping things equal” can actually breach the peace Red flags that disqualify a trustee before they even start How “desired behaviors” clauses give trustees clear guidance When co-trustees are a blessing — and when they’re a…

Choosing the right trustee can protect a family’s legacy—or create years of conflict. In this episode, Tom Moss breaks down what trustee selection really means and why it goes far beyond picking the child who is “good with money.” He explains the true definition of a fiduciary, the legal duties involved in trust administration, and the emotional weight placed on someone asked to manage assets for siblings or loved ones. Tom walks through the practical differences between trustees and personal representatives, common family conflict triggers, co-trustee pitfalls, corporate trustee pros and cons, and Florida-specific considerations like annual accountings and U.S. citizenship requirements. If an estate plan is meant to preserve both wealth and relationships, this conversation offers a clear roadmap for doing both well. In this episode, you will hear: What a fiduciary really is and the legal duties of a trustee Trustee vs personal representative and why court oversight…

In today’s episode of Life, Legacy & Wealth, we continue the conversation around Medicaid planning, nursing home costs, and asset protection—and the costly mistakes families often make when they try to navigate this process on their own. I’m joined again by elder law attorney Cary Moss, who shares real-world examples from her practice that show how well-intended decisions can create serious financial and legal problems if they’re not done correctly. Cary breaks down common red flags, including gifting assets, adding children to accounts, misunderstanding special needs trusts, and relying on incorrect advice from friends or the internet. We also walk through a powerful success story that shows how proper planning can protect a spouse, preserve assets, and bring peace of mind during an incredibly stressful time. If you or your family are thinking about long-term care, Medicaid eligibility, or protecting what you’ve worked so hard to build, this is a…

In this episode, we dive into the real cost of nursing home care and why Medicaid planning is a critical tool for asset protection for seniors and their families. Attorney Cary Moss explains why nursing home costs often come as a shock, clarifies the difference between Medicare and Medicaid, and breaks down how long-term care is actually paid for. The conversation focuses on practical strategies to protect savings, homes, and retirement assets while still qualifying for Medicaid benefits. Cary shares common myths about Medicaid planning, outlines what assets are considered exempt versus countable, and walks through both pre-planning and crisis planning options designed to preserve family wealth and reduce financial stress. If you’re worried about long-term care expenses, this episode offers clear, actionable guidance to help protect your assets and plan with confidence. In this episode, you will hear: Medicare vs Medicaid and what actually covers long-term care The true…

Tom Moss breaks down the real differences between wills and trusts in Florida, with a clear focus on probate, privacy, cost, and long-term control. He explains how probate works, why trusts can help families avoid court oversight, and how proper planning can speed up asset distribution while protecting sensitive family and financial details. Early in the discussion, Tom Moss draws on his experience in estate planning to clarify common misconceptions and highlight when a trust can offer meaningful advantages over a simple will. The conversation covers trust funding, execution mistakes, trustee selection, and how small wording choices can create major legal consequences. Tom also shares practical guidance on updating estate plans after moving to Florida, navigating homestead laws, and avoiding costly errors from DIY or outdated documents. This is a concise, practical episode for anyone deciding between a will and a trust or revisiting their estate plan. In this episode,…