Into the Woods
The legal landscape doesn’t have to be a dark, scary place. With host Dave Shaffer, Partner and Chair of the Family Wealth and Estate Planning Department at Woods Oviatt Gilman, as your guide, we talk through a variety of legal topics, shedding light on the issues of the day, welcoming guest attorneys from across the Woods Oviatt Gilman law firm, and answering questions to help you see both the forest and the trees.
Episodes
In this episode, Hannah Cannon joins Dave Shaffer to break down the ins and outs of gifting—what’s allowed, what’s reportable, and how it fits into estate and Medicaid planning.
Disclaimer: Episode recorded before passage of the One Big Beautiful Bill Act and the extension of the current federal estate tax exemption to $15M in 2026.
In this episode, Morgan Napierski joins host Dave Shaffer to explain the crucial roles of executor and power of attorney—what they do, how they differ, and why naming the right person can protect your legacy and your loved ones.
In this episode of Into the Woods, attorney Kelly Gusmano joins host Dave Shaffer to discuss how Community Medicaid can help cover the costs of in-home care. They explore eligibility requirements, explain how family members can be paid as caregivers through the CDPAP program, and discuss strategies for qualifying while preserving assets—particularly in light of potential rule changes coming in 2026.
In this episode of Into the Woods, attorney Christen Bruu joins host Dave Shaffer to discuss planning strategies for family vacation properties. They explore the risks of leaving cottages to multiple heirs without structure, compare the benefits of LLCs versus trusts for property management, and share practical advice for preserving these treasured family assets for generations to come.
In this episode of Into the Woods, attorney Hannah Cannon joins host Dave Shaffer to discuss estate planning considerations for New Yorkers who spend winters in Florida. They cover essential legal documents for both states, strategies to handle Florida real estate, and explain how the Florida homestead exemption works for those considering a permanent move south.
In this episode of Into the Woods, attorney Morgan Napierski joins host Dave Shaffer to discuss why having a will matters. They cover New York’s intestacy laws, the role of executors, and how to ensure your assets are distributed according to your wishes.
In this episode of Into the Woods, elder law attorneys Rick Marchese and Kelly Gusmano join host Dave Schaffer to discuss the complexities of nursing home admission agreements. They cover financial applications, key contract provisions, and how families can protect themselves while ensuring quality care for their loved ones.
In this episode of Into the Woods, elder law attorneys Rick Marchese and Kelly Gusmano join host Dave Shaffer in guiding you through the complexities of long-term care, Medicaid, and protecting your family’s finances. With expert advice and real-life examples, they break down key decisions and offer practical solutions for families facing elder care challenges.
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