While You Can: Adventures in Life and Legacy Planning

whileyoucan
  • 5.0 (15)
  • Business

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.

Episodes

  1. May 18

    The Big Squeeze: Not Just a Hug, Tips for Proactively Planning with Multiple Generations

    Episode Summary: 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. Key Timestamps: 00:01 – Introduction 0:34 – Exploring Multi-Generational Planning 1:06 – Alicia Herron on Family and Business 2:32 – Distinguishing Value in Family Heirlooms 3:29 – Cherishing Stories Behind Heirlooms 4:51 – Importance of Early Conversations 5:11 – Personal Story: Alicia's Family Experience 7:14 – Real Estate and Generational Wealth 8:12 – Balancing Family Dynamics in Business 8:58 – Decision-Making in Property Management 9:36 – Proactive Planning for Clarity 11:46 – Consequences of Lack of Planning 13:29 – Tailoring Estate Plans to Family Needs About the Show: While You Can, Adventures in Life and Legacy Planning is a podcast dedicated to helping individuals and families navigate the complexities of estate and succession planning. Hosted by Amanda Reagan "Amy", a seasoned attorney, the show delves into topics such as business succession, incapacity planning, and wealth transfer. With a focus on clarity and thoughtful decision-making, each episode provides listeners with practical insights and strategies to ensure their legacy is preserved and their loved ones are protected. Whether you're a business owner or a family member, this podcast offers valuable guidance for planning life's major transitions.

    The Big Squeeze: Not Just a Hug, Tips for Proactively Planning with Multiple Generations

  2. Apr 16

    The House That Law Built: Real Estate and Business Succession Planning

    Episode Summary: 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. Key Timestamps: 00:00 – Introduction 01:30 – Importance of Basic Estate Planning Documents 03:45 – Safeguarding Business Interests in Estate Plans 05:22 – Enhancing Business Succession Planning 07:10 – Exploring Alternatives to Wills for Asset Transfer 09:05 – Understanding Lady Bird Deeds for Real Estate 11:40 – Addressing Complexities in Managing Multiple Rental Properties 13:15 – Common Mistakes in Estate and Business Planning 15:50 – Importance of Consulting Qualified Professionals 17:30 – Mitigating Risks with Clear Succession Plans 19:45 – Tools for Smoother Business Succession 21:20 – Long-Term Goals in Protecting Family Businesses 23:10 – Ensuring Adequate Insurance and Emergency Funds 25:00 – Wrapping Up: Building a Comprehensive Legacy Plan About the Show: *While You Can: Adventures in Life and Legacy Planning* is a podcast that delves into the intricacies of life and legacy planning, offering actionable insights for individuals and families seeking to protect their assets and secure their futures. Join Amanda Reagan "Amy" as she navigates the world of estate planning with expertise and care.

    The House That Law Built: Real Estate and Business Succession Planning

  3. Mar 19

    Pets, QTIPs, and the Brady Bunch: Protecting Families and Furry Friends

    Episode Summary:  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. Key Timestamps: - 00:00 – Introduction - 01:30 – Importance of Pet Trusts in Estate Planning - 03:15 – Challenges Faced by Blended Families in Estate Planning - 05:45 – Utilizing Marital Trusts to Protect Children from Prior Relationships - 08:20 – Preventing Conflict and Ensuring Clarity in Estate Plans - 10:05 – Tailoring Estate Plans for Unique Family Situations About the Show:  *While You Can: Adventures in Life and Legacy Planning* is dedicated to exploring the intricacies of life and legacy planning, offering expert insights from Amanda Reagan "Amy", an experienced estate planning attorney. The show emphasizes the significance of personalized estate plans tailored to individual needs and circumstances, ensuring a secure future for both family members and beloved pets.

    Pets, QTIPs, and the Brady Bunch: Protecting Families and Furry Friends

  4. Feb 26

    Diamonds, Deeds, and Diapers: Estate Planning for Newlyweds and New Parents

    Episode Summary: 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. Key Timestamps: 00:00 – Introduction 02:30 – Importance of updating legal plans during major life changes 04:15 – Starting point for newlyweds: drafting a will and choosing guardians 06:45 – Considerations for titling property correctly to protect assets 09:20 – Updating beneficiary designations on accounts and policies 11:10 – Navigating the sensitive topic of naming guardians for children 14:00 – Intersection of marital agreements and estate planning 16:30 – Consequences of delaying planning until incapacity strikes 18:45 – Utilizing life insurance and trusts to secure children’s future 21:20 – Essential steps for newlyweds embarking on their family journey About the Show: While You Can: Adventures in Life and Legacy Planning is a podcast hosted by Amanda Reagan "Amy", a dedicated Florida estate and succession planning attorney. The show explores adventures in life and legacy planning, offering expert guidance on creating meaningful plans for life's milestones. Whether you're a professional, property owner, or business leader, *While You Can* provides actionable insights for securing your future and protecting what matters most.

    Diamonds, Deeds, and Diapers: Estate Planning for Newlyweds and New Parents

  5. Feb 16

    Planning for More Than Death: The Legal Documents Everyone Needs While Living

    Episode Summary: In this episode of *While You Can*, Amanda Reagan "Amy" 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. Key Timestamps: 00:00 – Introduction 01:30 – Importance of Planning for Incapacity 05:45 – Understanding Power of Attorney 09:20 – Significance of Healthcare Surrogate Designations and Living Wills 13:55 – Consequences of Not Having Essential Documents 17:40 – Creating Ambulance-Ready Plans 20:10 – Misconceptions About Age and Need for Legal Documents 24:15 – Pre-Need Guardian Designations for Minors 27:40 – Risks of DIY Legal Document Creation About the Show: While You Can: Adventures in Life and Legacy Planning is a podcast series hosted by estate and succession planning attorney Amanda Reagan "Amy". The show delves into life and legacy planning, offering valuable insights and practical advice to help individuals and families navigate legal complexities and prepare for the unexpected with confidence.

    Planning for More Than Death: The Legal Documents Everyone Needs While Living

  6. Jan 15

    The Truth About Trusts: Are They Right for You?

    Episode Summary 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. What You Will Learn in This Episode The difference between revocable and irrevocable trusts—and how each one works. How a properly funded trust can avoid probate and simplify estate administration. Why not everyone needs a trust, and what to consider before creating one. How to structure real estate and investment assets to stay tax-efficient and secure. Why collaboration between your attorney, CPA, and financial advisor is key to a strong estate plan. Common mistakes people make when trying to “DIY” their trust. Key Timestamps 00:00 – Amanda explains what a trust is and when it’s beneficial. 05:00 – Understanding flexibility, control, and tax implications. 08:00 – How trusts streamline the process and protect privacy. 10:00 – How property ownership affects tax efficiency and asset protection. 15:00 – Why Florida law treats them differently. 17:00 – Amanda discusses working with CPAs and financial advisors. 18:00 – The value of a “circle of trust” in estate planning. 22:00 – Why proactive planning beats reactive decision-making every time. 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 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, Amanda helps Floridians protect what they’ve built, care for the people they love, and make confident decisions—while they still can.

    The Truth About Trusts: Are They Right for You?

  7. Jan 1

    Dying Without a Plan: Lessons from Dead Presidents and Rockstars

    Episode Summary: In this episode, Amanda "Amy" 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. Amy 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. What You Will Learn in This Episode: The difference between dying with and without a will—and what happens in each case How Abraham Lincoln’s lack of an estate plan led to family disputes and court involvement Why George Washington’s detailed planning still stands as an example centuries later The costly and public consequences of Prince’s and Aretha Franklin’s estate battles The importance of keeping estate planning documents secure, accessible, and up to date Simple first steps to take today to start building your own tailored estate plan Key Timestamps: 00:00 – Amy introduces the episode and explains why real-life stories help make estate planning relatable. 02:00 – Comparing George Washington and Abraham Lincoln: who had a plan and who didn’t. 05:00 – How Lincoln’s lack of a will led to years of family tension and legal battles. 07:00 – Lessons from Prince’s unplanned estate and how millions were lost to taxes and court costs. 10:00 – Understanding intestacy laws in Florida and what happens when someone dies without a will. 12:00 – The surprising story of Aretha Franklin’s handwritten will found in her couch cushions. 15:00 – Why storing estate documents properly prevents chaos later. 17:00 – How proactive planning reduces court drama and protects family relationships. 18:30 – Amy’s advice on overcoming procrastination and taking the first step toward a plan. 19:00 – Final thoughts on creating a legally sound, personalized estate plan “while you can.” 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.

    Dying Without a Plan: Lessons from Dead Presidents and Rockstars

  8. 12/18/2025

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

    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.

    From Big Law to Legacy Planning: Why Proactive Estate Planning Matters
  • 8 Episodes

5
out of 5
15 Ratings

About

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.

Information