Losing a loved one is heartbreaking. But how can you cope when you’re also the one left to handle everything they left behind?
At 21, Justin Weidenfeld’s world turned upside down when his father died suddenly from a heart attack. Overnight, he went from college student to personal representative of his father’s estate without a roadmap, without a will, and without time to grieve before stepping into the chaos of legal and financial logistics. In this episode, Justin sits down with his close friend Jeff Romer to unpack what that experience taught him about loss, responsibility, and the unexpected burden of navigating money and legacy in the wake of grief.
What do you do when accounts are frozen, medical insurance vanishes, and no one has the answers? How do you balance overwhelming emotions with the urgent need to take action? Justin shares the painful realities he faced, the support that got him through, and the lessons he wishes every family would talk about before it’s too late.
This conversation is raw, real, and deeply important. Whether you’ve experienced loss or want to prepare for the inevitable, Justin’s story will leave you thinking differently about what it means to plan for the future, and why those tough conversations matter more than we realize.
Episode Breakdown:
00:00 Introduction
08:10 Justin’s Childhood and Family Background
10:01 Support System in Sports
13:21 Relationship with Parents
15:06 Generosity and Community
17:31 High School and Parental Divorce
22:22 College Life and Achievements
26:09 Receiving the News of Dad’s Passing
29:26 Immediate Aftermath and Emotions
32:56 Support and Advice from Others
34:57 Funeral and Eulogy
39:13 Realization of New Normal
43:11 Role of Personal Representative
48:23 Financial and Legal Challenges
51:05 Navigating Health Insurance
53:41 Mindset Shift: Why is This Happening for Me?
Links
https://e.givesmart.com/s/:sNmMHNeJJS4/e/DxD/
Connect with Justin Weidenfeld:
LinkedIn: https://www.linkedin.com/in/justin-weidenfeld/
Website: https://www.ironbridgewc.com/team/justin-weidenfeld
Instagram: @thecurrencyofgrief_podcast
On Purpose with Jay Shetty
I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!
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