HeyJaredEstate Planning Nightmares.....and how to avoid them!
Welcome to "Estate Planning Nightmares...and How to Avoid Them!" - the podcast that delves into the fascinating and often unsettling world of estate planning gone awry, while providing you with invaluable insights to ensure your own estate planning journey is smooth and…
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- Sep 28, 2026
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- Aug 12, 2026
Latest episodes
You Paid the Premiums. So Why Won’t Life Insurance Pay? with Stephie Prestridge, Co-Founder of Life Claim (opens the original)
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You bought the life insurance. You paid the premiums. You named the beneficiary. So when you die, your family gets the money…right? Not always. In this eye-opening episode of Estate Planning Nightmares & How to Avoid Them, Jon Braddock sits down with attorney Stephie Prestridge, co-founder of Life Claim , to expose a side of life insurance most families never expect to encounter: delayed, denied and disputed death claims. Stephie spent nearly two decades as an estate-planning attorney. Then one
Stop Waiting for Someday: How to Live Your Next Chapter (opens the original)
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What if one of the biggest mistakes we make in planning for the future is assuming we're actually going to get there? We spend decades building careers, businesses, wealth and reputations. We tell ourselves we'll take the trip, call the old friend, slow down, try something new and finally start enjoying life... someday. But someday isn't promised. In this episode of Estate Planning Nightmares...and How to Avoid Them, Jon Braddock welcomes back former probate attorney John Palley , but this time
Good Grief: Why Your Family Needs More Than an Estate Plan | Riley Kern (opens the original)
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What if a good estate plan isn't just about preparing for death, but helping the people you love grieve well when that day comes? In this episode of Estate Planning Nightmares and How to Avoid Them , Jon Braddock sits down with Riley Kern, estate planning attorney and founder of Roots Law , for a conversation that goes far beyond wills, trusts and legal documents. Riley calls a good estate plan “the practice of good grief.” Grief is unavoidable. But confusion, suspicion, unnecessary anxiety and
Your Family Will Inherit Your Preparation...or Your Procrastination (opens the original)
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What do being an Army Ranger, working inside the IRS, and helping families prepare for death have in common? Preparation. In this episode of Estate Planning Nightmares...and How to Avoid Them , Jon Braddock sits down with Charles R. Frazier , founder of Frazier Law, whose remarkable journey took him from Army Ranger training to serving as an IRS Revenue Agent and ultimately becoming an estate planning and tax attorney. And Charles has seen what happens when people prepare...and what happens when
The Photograph That Survived Gettysburg: What Will Survive You? (opens the original)
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What if one photograph was all that remained to tell your story? In this powerful return episode of Estate Planning Nightmares and How to Avoid Them , Jon Braddock welcomes back Pennsylvania estate planning attorney and Civil War historian John Benson for a fascinating journey from the battlefield of Gettysburg to the digital world we live in today. John shares the remarkable story of Sergeant Amos Humiston who was killed at Gettysburg and found with no identification, only a photograph of his t
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