While You Can: Adventures in Life and Legacy Planning

From Big Law to Legacy Planning: Why Proactive Estate Planning Matters


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Episode Summary:

In this premiere episode of While You Can: Adventures in Life and Legacy Planning, Amanda "Amy" Reagan shares her journey from high-stakes litigation to building a firm focused on proactive estate and succession planning. She explains how her years of experience in global law and tax disputes inspired her mission to help families, professionals, and business owners take control of their future through thoughtful, personalized planning.

Amy breaks down why most Americans delay estate planning, the common myths around it, and the essential documents every Florida adult should have in place.

What You’ll Learn in This Episode:

  • Why Amy transitioned from reactive litigation to proactive planning

  • The most common reasons people avoid creating an estate plan

  • How estate planning protects families, not just the wealthy

  • The importance of tailoring plans to life stages and changing assets

  • The five essential legal documents every Florida adult should have

  • How proactive planning keeps the courts and government out of your life

  • Key Timestamps:

    00:00 – Introduction: Amy’s journey from litigation to life and legacy planning
    03:20 – What inspired her to pivot to estate and succession planning
    05:10 – Why most adults skip estate planning and the dangers of waiting
    07:45 – The biggest myths about estate planning (and who it’s really for)
    09:30 – How Amy tailors estate plans for families, professionals, and business owners
    12:00 – The “toolbox” approach to estate planning and why customization matters
    14:30 – Understanding the five key legal documents every Floridian should have
    19:45 – Why proactive planning is the best gift you can leave your loved ones

    About the Show

    While You Can: Adventures in Life and Legacy Planning is a podcast about taking control of your future—before life does it for you. Hosted by attorney Amanda "Amy" Reagan, each episode demystifies estate and succession planning through real stories, expert insights, and practical strategies. From wills and trusts to tax planning and family legacy, Amy helps Floridians protect what they’ve built, care for the people they love, and make confident decisions—while they still can.

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    While You Can: Adventures in Life and Legacy PlanningBy whileyoucan