• Ep. 61 – Passing on Values with Legacy Letters: A Conversation with Allison Donaldson
    Jan 21 2026

    In the latest episode of Future Focused: Sophisticated Estate Planning, host Michael Clear welcomes Allison Donaldson, Certified Financial Planner at HTG Investment Advisors. Michael and Allison discuss the interplay of legacy letters, also known as ethical wills, in estate planning and emphasize how these non-binding documents can convey personal values, stories, and intentions, helping to avoid family conflicts and clarify estate planning decisions. The conversation hits on potential issues around timing, level of detail and audience when forming a legacy letter, but ultimately the most important consideration is to get started. Whether you’re just starting your estate planning journey or looking to deepen its impact, this episode offers practical insights to help you create a legacy that truly reflects who you are.

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    28 min
  • Ep. 60 – Looking Back, Planning Ahead: Estate Planning in 2026
    Jan 6 2026

    In the latest episode of Future Focused: Sophisticated Estate Planning, Michael Clear and Erin Nicholls discuss the implications of the OBBBA legislation on estate and gift planning strategies, including why it may be more tax-efficient to gift during your lifetime as opposed to transferring wealth at death. They also delve into the connection between trusts and divorce, highlighting recent troubling court cases. Michael and Erin encourage listeners to remain proactive in their estate planning as laws and strategies evolve.

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    23 min
  • Ep. 59 – Elevating the Practice from Within: In Conversation with Dan Maloney Part II
    Dec 17 2025

    In this episode of Future Focused: Sophisticated Estate Planning, host Michael Clear welcomes back Dan Maloney, Senior Practice Manager, discussing the introduction of "Will Power," an automation bot designed to streamline the drafting process from preparation of documents to task tracking and data collection. An example of robotic process automation, this innovative tool significantly reduces overall time spent on redundant and highly manual tasks, integrating seamlessly with existing systems to enhance workflow efficiency. From development through to implementation, the focus was always to enhance accuracy, minimize errors, and deliver faster, more predictable results to clients. In pursuit of these objectives, Dan and Michael also explore emerging technologies and innovative solutions to further elevate the practice of Private Client Services.

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    27 min
  • Ep. 58 – Navigating the Emotional Landscape of Probate Litigation with Matt Brown
    Dec 2 2025

    In this episode, host Michael Clear is joined by Matt Brown, a Litigation Partner at Wiggin and Dana, to explore the human side of probate litigation. Their conversation sheds light on the emotional challenges that often accompany major life events, such as the loss of a loved one. They emphasize the value of thorough preparation and maintaining composure in the courtroom, underscoring how honesty and clear communication can strengthen credibility. The discussion also examines the increasing role of mediation in resolving disputes outside of court and highlights the importance of proactive planning to reduce potential conflicts, while acknowledging that some disputes may be inevitable.

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    23 min
  • Ep. 57 – Planning Strategies for Successful Business Transitions with Daniela Spanos
    Nov 18 2025

    In this episode of Future Focused: Sophisticated Estate Planning, host Michael Clear welcomes Corporate Partner Daniela Spanos to dive into planning strategies tailored for founder-owned businesses navigating an exit or a transition to a new form of ownership. They examine the key drivers behind seller decisions, such as liquidity needs and retirement goals, and explore how different buyer types, including private equity firms and strategic acquirers, shape those choices. The conversation highlights the critical role of counsel in structuring incentives, like equity retention after sale, and in addressing common tax-related diligence challenges. Michael and Daniela stress the importance of engaging trusted advisors early to manage complexities and ensure alignment with long-term business objectives.

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    25 min
  • Ep. 56 – Navigating Self-Dealing Rules in Private Foundations with Victoria Fiengo
    Nov 4 2025

    On this episode, host Erin Nicholls welcomes Victoria Fiengo, Private Client Services Associate, to discuss the complexities of self-dealing in private foundations. The discussion focuses on the importance of understanding the broad definition of disqualified persons to avoid impermissible self-dealing actions that the IRS would consider an abuse of its rules. In this vein, practitioners are reminded of the need for careful estate planning, particularly when considering private foundations as beneficiaries, as it can complicate estate administration. Tune in, as this episode serves as a guide for navigating numerous regulations surrounding private foundations and self-dealing.

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    26 min
  • Ep. 55 - It’s Not You, It’s Business: The Reality of Business Divorce with Joseph Merschman
    Oct 21 2025

    On this episode, host Michael Clear is joined by Wiggin and Dana Litigation Partner Joseph Merschman. Joe and Michael explore the concept of “business divorce,” referring to conflicts among co-owners of closely held companies. These disputes often arise from family tensions, unequal contributions, or shifts in the business’s direction. The episode highlights the importance of involving legal counsel early in the process, as most cases are typically settled, often through buyouts or even the sale of the business.

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    27 min
  • Probate Disputes: Discussing Capacity, Influence, and Fraud with Mike Kenny
    Oct 7 2025

    In this episode of Future Focused: Sophisticated Estate Planning, Host Michael Clear is joined by Litigation Partner Michael Kenny, where they discuss the complexities of probate disputes, focusing on will contests particularly related to undue influence and testamentary capacity. As people live longer and healthier lives, Michael Kenny notes that there is growing awareness of complex personal relationships that extend beyond traditional family heirs. They review legal standards, evidentiary challenges, emerging trends, and methods for reducing disputes during estate planning, such as including no-contest clauses and ensuring the decedent’s intentions are conveyed directly to the draftsperson rather than through an intermediary who could exert influence.

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    28 min