115. Live Fully, Die Ready: Why End-of-Life Planning Is the Ultimate Act of Love with Niki Weiss

115. Live Fully, Die Ready: Why End-of-Life Planning Is the Ultimate Act of Love with Niki Weiss

From AND/BOTH Podcast - Real Conversations, Shared Experiences, and the Community You've Been Missing by Dr. Ashley Blackington

February 20, 2026 · 53 min · Season 10 · Episode 115

About this episode

The episode discusses the importance of end-of-life planning as an act of love, featuring insights from Nikki Weiss on caregiving and digital legacy.

In this episode, host Ashley sits down with Nikki Weiss- digital thanatologist, project manager, and founder of Endevo, for a candid, eye-opening conversation about the intersection of caregiving, death planning, and our increasingly digital lives. Nikki brings not just professional expertise, but hard-won personal experience: she lost her father at 11, became her mother's primary caregiver at 21, later cared for her grandmother through dementia, and is now supporting her daughter as she navigates a caregiving role for her fiancé, diagnosed with stage four brain cancer. Together, they tackle the questions most families avoid and make the case for why starting the conversation early isn't morbid; it's one of the most loving things you can do. In This Episode What thanatology is and why the "digital" specialization matters more than ever Nikki's personal caregiving journey: losing both parents young and what that shaped in her The "panini generation" why today's sandwich generation feels more squeezed than ever Why most caregivers wait until crisis to plan and the real cost of that delay The project management approach to end-of-life planning: de-emotionalizing the process so…

People in this episode

Host: Dr. Ashley Blackington

Guest: Nikki Weiss

Topics covered

  • end-of-life planning
  • caregiving
  • digital thanatology
  • grief
  • family dynamics
  • personal experience

Keywords

  • thanatology
  • caregiving
  • end-of-life
  • digital legacy
  • grief bots
  • family planning
  • personal experience

Mentioned in this episode

Organizations: Endevo

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