In this insightful episode of the Digital Legacy Podcast, host Niki Weiss sits down with Sylvia Gordon, an expert in Medicare, Social Security, and estate planning. With over 30 years of experience, Sylvia shares her journey from being an estate planning attorney to training insurance agents on navigating complex government programs.

The conversation dives deep into the challenges of planning for aging, the misconceptions surrounding Medicare and Medicaid, and the stark reality of long-term care costs. Sylvia breaks down the vital aspects of creating a "final playbook"—from wills and trusts to understanding Medicaid’s estate recovery program and long-term care options. She also emphasizes the importance of addressing generational taboos about death and planning while highlighting practical solutions like life insurance with living benefits.

Listeners will gain invaluable advice, including how to start conversations with loved ones about end-of-life planning, the importance of dental care in retirement, and navigating the confusing landscape of Medicare. Sylvia’s passion for empowering others to take control of their futures shines through in every word.

Whether you're planning your own future, caring for aging parents, or simply looking to understand how to better prepare for life's inevitable stages, this episode is packed with practical advice, actionable insights, and compassionate guidance. Don’t miss this essential conversation about creating peace of mind for yourself and those you love.

Learn more from Sylvia at TheMedicareFamily.com

Find additional resources for End-of-Life planning at DigitalLegacyPodcast.com

In this powerful episode of the Digital Legacy Podcast, host Niki Weiss dives into the transformative journey of Christopher Robbins, founder of Soul Degree and a certified death doula. Together, they explore profound themes of mortality, personal growth, and the healing power of meaningful conversations around death and dying.

Christopher shares the inspiration behind Soul Degree, a unique wilderness retreat program for men designed to foster vulnerability, self-reflection, and connection. He opens up about how personal struggles, including the loss of his father, shaped his path and led him to embrace the often-taboo topic of death as a tool for transformation.

Through their engaging dialogue, Niki and Christopher discuss the concept of death not only as the end of life but as a metaphor for the transitions we face every day from career shifts to personal growth. They touch on the importance of planning for the inevitable, creating spaces for tough conversations, and how acknowledging mortality can inspire us to live more intentionally.

Whether you’re curious about end-of-life care, interested in personal development, or looking to explore life’s deeper questions, this episode is filled with insights and practical takeaways. Listen in and discover how embracing the fragility of life can unlock a greater sense of purpose and connection.

In this insightful episode of Death and Dying in the Digital Age, host Niki Weiss is joined by corporate and intellectual property attorney David Postolski to tackle the often-overlooked yet critical topic of preparing your business and intellectual property for life's uncertainties. Drawing from his personal experiences with loss and his professional expertise, David shares compelling stories and practical advice for business owners and entrepreneurs.

The conversation delves into the importance of planning for life's "four Ds"—death, disability, divorce, and dissolution—and explores how foundational legal documents like operating agreements and buy-sell agreements can safeguard your business. David provides real-world examples of the challenges that arise when preparation is neglected, offering actionable insights into empowering discussions that help break through fear, procrastination, and cultural taboos around death.

Whether you're a seasoned entrepreneur or just starting your business, this episode equips you with the tools to protect your legacy and provide peace of mind for those you leave behind. Listen now and take the first step toward securing your business's future.