The Conversation No One Wants to Have, Until It’s Too Late | Paula Harris

We all know we should plan for the inevitable — yet most of us avoid it until crisis hits. In this heartfelt episode of the Digital Legacy Podcast, host Niki Weiss sits down with Paula Harris, Financial Advisor and Co-Founder of WH Cornerstone Investments, to explore why so many families delay end-of-life and financial planning — and what happens when they don’t.

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Description:

We all know we should plan for the inevitable — yet most of us avoid it until crisis hits. In this heartfelt episode of the Digital Legacy Podcast, host Niki Weiss sits down with Paula Harris, Financial Advisor and Co-Founder of WH Cornerstone Investments, to explore why so many families delay end-of-life and financial planning — and what happens when they don’t.

Paula shares deeply personal and professional stories from decades of guiding clients through life transitions, loss, and legacy. Together, she and Niki unpack the emotional roadblocks that keep people from taking action, the financial chaos that can follow, and the peace that comes from planning ahead.

In this episode, we cover:

  • Why families avoid “the conversation” — and how to start it before it’s too late

  • Real-life examples of what happens when there’s no plan in place

  • How caregivers and couples can protect each other financially and emotionally

  • The essential documents every household needs (trusts, wills, healthcare proxies)

  • Simple first steps to move from procrastination to preparation

This episode is a compassionate wake-up call — and a roadmap for anyone ready to take control of their future. Because the hardest conversations are often the ones that bring the most peace.


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