How to Talk About Money With Your Family Without Making It Awkward

How to Talk About Money with Your Family Without Making It Awkward

Podcast
September 30, 2026

Money can be one of the hardest subjects to discuss with family, but the right questions can turn an uncomfortable topic into a meaningful conversation. Family gatherings can offer a rare opportunity for different generations to share financial lessons, experiences, goals, and even mistakes.

Michele Cropley and financial advisor Brendan Hayes explore ways to start productive conversations about money with parents, children, grandparents, and other family members. They discuss thoughtful questions that can get everyone involved without making the conversation feel intrusive or overly personal.

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Episode Topics

  • What financial success means and why the answer can be different for everyone
  • The biggest financial decisions people make throughout their lives
  • What you would tell your 25 year old self about money
  • The difference between looking rich and actually building wealth
  • Why investing early matters even when you can only start with small amounts
  • How retirement goals and lifestyle affect how much you may need to save
  • When parents might consider helping their adult children financially
  • What families should discuss about wills, trusts, powers of attorney, and future financial responsibilities

Key Takeaway

Talking about money does not have to mean comparing salaries, account balances, or net worth. Sharing experiences, asking thoughtful questions, and discussing lessons learned can help younger generations develop better financial habits while giving families a clearer understanding of each other's goals and priorities. Sometimes one conversation around the dinner table can introduce an idea or lesson that sticks for years.

Disclosure


Make It Make Cents is an educational personal finance podcast produced by Armstrong Advisory Group to help listeners better understand money decisions and long term planning concepts. The show covers broad financial topics such as budgeting, saving, debt management, and retirement planning.


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