Life Can Change on a Dime | Bri Conn CFP®, Dr. Jay Zigmont, CFP® & Maddy Roche episode artwork

EPISODE · Apr 16, 2026 · 29 MIN

Life Can Change on a Dime | Bri Conn CFP®, Dr. Jay Zigmont, CFP® & Maddy Roche

from Childfree Life by Design · host Childfree Insights

In this episode, Bri Conn CFP®, Dr. Jay Zigmont, CFP®, and Maddy Roche share four real client stories, the kind that start with someone doing everything more or less right, and then life intervening in ways nobody planned for. These stories are not cautionary tales. They are honest, human reminders that planning is not about predicting the future, it is about being ready for the version of it that actually shows up.In This Episode, You'll Learn:How an inheritance can sit quietly in the background of someone's life for years before a financial planner asks the right question and everything changes.What homeowner's insurance actually needs to cover, why so many people are underinsured without knowing it, and what 80% of home value really means when a tree comes through the roof.Why stock options are often dismissed as monopoly money and what that mindset costs people when an acquisition or IPO creates a narrow, time-sensitive window to save millions in taxes.How one form filed within 30 days with the IRS can protect up to $10 million in stock option gains.Additional Resources Mentioned in this Episode are: Building Your Bench with Maddy Roche and Bri Conn, CFP®https://www.buzzsprout.com/2002436/episodes/18504425 Planning Without Next of Kin | Maddy Roche & Chris Dale, CFP®, CeFT®https://www.buzzsprout.com/2002436/episodes/18748824 What if your Parents Run out of Money | Dr. Jay Zigmont, CFP® & Bri Conn, CFP®https://childfreeinsights.com/resources/podcast/episode-136/ Inheriting Parent Care Responsibility | Dr. Jay Zigmont, CFP® & Bri Conn, CFP®https://childfreeinsights.com/resources/podcast/episode-137/ Episode Hosts:Bri Conn, CFP® is a CERTIFIED FINANCIAL PLANNER®, Childfree Wealth Specialist® at Childfree Wealth®, and Customer Experience Manager at Childfree Trust®.Maddy Roche is Chief Growth Officer at Childfree Trust® and handles all marketing, growth, and prospect engagement. Dr. Jay Zigmont, CFP® is the Founder of Childfree Wealth®, a life and financial planning firm dedicated to helping Childfree and Permanently Childless people, and Childfree Trust®. He is also the author of The Childfree Guide to Life and Money.About Childfree Insights:Childfree Insights is the trusted education hub for people who are Childfree or permanently Childless. It provides guidance on finances, estate planning, relationships, and life decisions for adults without children. Home of Childfree Wealth® and Childfree Trust®, supporting long-term planning for people living without kids.Connect with Us:Ready to work on building better financial habits? Connect with our financial planning team at childfreewealth.com or learn more about estate planning at childfreetrust.com.Follow Childfree Life by Design on your favorite podcast platform and join the conversation on social media:Instagram: https://www.instagram.com/childfreeinsightsFacebook: https://www.facebook.com/ChildfreeInsights/LinkedIn: https://www.linkedin.com/company/childfreeinsightsYouTube: https://www.youtube.com/@ChildfreeInsightsDisclaimer: This podcast is for educational & entertainment purposes. Please consult your advisor before implementing any ideas heard on this podcast.

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In this episode, Bri Conn CFP®, Dr. Jay Zigmont, CFP®, and Maddy Roche share four real client stories, the kind that start with someone doing everything more or less right, and then life intervening in ways nobody planned for. These stories are not cautionary tales. They are honest, human reminders that planning is not about predicting the future, it is about being ready for the version of it that actually shows up. In This Episode, You'll Learn: How an inheritance can sit quietly in th...

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Life Can Change on a Dime | Bri Conn CFP®, Dr. Jay Zigmont, CFP® & Maddy Roche

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