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November 26, 2025 20 mins

Check out this (still relevant) blast from the past!

Why the Holidays Are a Bad Time to Discuss Finances with Family

In this episode of the New Money, New Problems podcast, we explore why the holiday season may not be the ideal time to discuss finances with family. Drawing from personal experiences and professional insights, we explains the common pitfalls and emotional triggers that can derail these sensitive conversations during family gatherings. Instead, we offer a strategic approach to planning these discussions effectively by separating parties into two camps – the planning generation and the potential beneficiaries – and setting clear parameters and dates for future conversations. This episode aims to provide listeners with tools to navigate these complex financial topics while minimizing conflict and ensuring peace of mind for all family members.

00:00 Introduction: Why Holidays Aren't Ideal for Financial Talks
00:07 Podcast Overview and Host Introduction
00:46 Setting the Scene: Holiday Season and Financial Conversations
01:21 Common Financial Advice and Its Limitations
02:13 Personal Experiences with Family Financial Discussions
03:45 Challenges of Discussing Finances During Holidays
04:29 Rethinking Holiday Financial Conversations
10:08 Planning for Future Financial Conversations
11:26 Steps to Prepare for Financial Talks with Family
15:50 Addressing Elder Generations About Financial Planning
19:20 Conclusion: Importance of Financial Preparedness

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