About While You Can: Adventures in Life and Legacy Planning
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 Reagan "Amy", 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.
In this episode of While You Can: Adventures in Life and Legacy Planning, host Lisa Mosbey is joined by Florida estate and succession planning attorney Amanda Reagan. Together, they delve into the intricacies of business succession planning, emphasizing the importance of proactive and coordinated efforts among attorneys, CPAs, and financial advisors. Amanda highlights the potential pitfalls of failing to plan for sudden incapacity or death, which can lead to chaos and costly litigation. The conversation also explores how business structure, tax considerations, and market demand play crucial roles in shaping a succession plan. Amanda stresses the benefits of early planning, which allows for a broader range of options and ensures alignment with the owner’s goals. The episode provides valuable insights for business owners looking to secure their legacy and protect their assets.
18 May 2026
The Big Squeeze: Not Just a Hug, Tips for Proactively Planning with Multiple Generations
In this episode of While You Can, Adventures in Life and Legacy Planning, host Amanda Reagan ”Amy”, a Florida estate and succession planning attorney, is joined by guests Alicia Herron of Full Life Organizing and Ashley Gajdosz of the Gajdosz Home Team. Together, they explore the intricacies of planning across multiple generations, focusing on the balance between family dynamics and business interests. Alicia discusses the concept of perceived value and the importance of preserving family heirlooms, while Ashley shares insights on how real estate decisions impact family relationships and wealth building. Amanda Reagan ”Amy”, emphasizes the importance of proactive estate planning to avoid confusion and legal challenges. This episode offers valuable perspectives for anyone looking to create a thoughtful plan that honors family legacies and supports future generations.
16 Apr 2026
The House That Law Built: Real Estate and Business Succession Planning
In this episode, Amanda Reagan ”Amy”, a Florida estate planning attorney, uses the metaphor of building a house to illustrate the significance of proactive planning in securing real estate and business legacies. From creating a sturdy foundation with essential documents to navigating the complexities of succession planning for small businesses, Amy provides valuable insights on safeguarding assets and ensuring a smooth transition for future generations.
19 Mar 2026
Pets, QTIPs, and the Brady Bunch: Protecting Families and Furry Friends
This episode of *While You Can: Adventures in Life and Legacy Planning* delves into the crucial aspects of estate planning for pets and blended families. Amanda Reagan ”Amy”, a Florida estate and succession planning attorney, sheds light on the importance of thoughtful planning to ensure the well-being of both two-legged and four-legged loved ones. From discussing pet trusts to navigating the complexities of blended families, Amy offers valuable insights for creating personalized estate plans that provide peace of mind for the future.
26 Feb 2026
Diamonds, Deeds, and Diapers: Estate Planning for Newlyweds and New Parents
Marriage and parenthood are significant milestones in life, yet many couples overlook updating their legal plans amidst the chaos of new responsibilities. In this episode of *While You Can: Adventures in Life and Legacy Planning*, Amanda Reagan ”Amy”, an estate and succession planning attorney, shares valuable insights on how newlyweds and new parents can safeguard their assets, avoid costly errors, and lay the foundation for a secure future.
16 Feb 2026
Planning for More Than Death: The Legal Documents Everyone Needs While Living
In this episode of *While You Can*, Amanda ”Amy” Reagan discusses the importance of planning for life’s uncertainties beyond death. She emphasizes the significance of legal documents like powers of attorney and healthcare directives in maintaining control during health crises. Amy shares real-life examples, highlighting the critical need for proactive planning to ensure peace of mind and focus on what truly matters.
15 Jan 2026
The Truth About Trusts: Are They Right for You?
In this episode of While You Can: Adventures in Life and Legacy Planning, Amanda Reagan breaks down the truth about trusts—what they are, how they work, and when you might need one. She explains the key differences between revocable and irrevocable trusts, how they help families avoid probate in Florida, and why collaboration between estate planners, financial advisors, and CPAs is essential for long-term success.
Amanda is joined by tax expert Suzanne Bach, who shares insights on the importance of keeping your “circle of trust” connected—ensuring attorneys, accountants, and wealth advisors all work together to protect your financial future.
1 Jan 2026
Dying Without a Plan: Lessons from Dead Presidents and Rockstars
In this episode, Amanda Reagan dives into some of history’s most famous estate planning successes and failures—from Abraham Lincoln and George Washington to music legends like Prince and Aretha Franklin. Through these stories, she explains how even the most powerful and talented figures can leave behind confusion and conflict when they don’t prepare properly. Amanda uses these examples to show why planning ahead matters—not only for preserving wealth but also for protecting family harmony and avoiding years of legal drama.
18 Dec 2025
From Big Law to Legacy Planning: Why Proactive Estate Planning Matters
In this premiere episode of While You Can: Adventures in Life and Legacy Planning, Amanda 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.
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