Episodes

Tuesday Jun 03, 2025
Tuesday Jun 03, 2025
About the Show:
"If You Don't Plan, You Are Stupid" is a podcast featuring estate planning attorney Andrew Rosenberg, designed to demystify estate planning and help listeners make informed decisions about protecting their assets and loved ones.
Episode Summary:
In this episode, host John Clements and estate planning attorney Andy Rosenberg break down the fundamental differences between wills and trusts. They discuss when each option is appropriate, the implications of probate court, and why proper estate planning matters regardless of wealth level. Andy provides practical insights into how asset titling, family circumstances, and personal situations influence whether a will or trust is more suitable.
Key Timestamps:
00:00 - Show Introduction
00:52 - Basic differences between wills and trusts
02:22 - When is a will enough vs. needing a trust
05:11 - Do you need to be wealthy to have a trust?
08:14 - Understanding probate court and its challenges
12:54 - Hidden risks with only having a will
14:49 - First steps in estate planning
Main Takeaways:
- A will guarantees probate, while a trust helps avoid it
- Probate in Florida is expensive (3% attorney fees), time-consuming (12-18 months), and public
- Trust planning isn't just for the wealthy
- Estate planning should consider both death and incapacity
- Consulting with a qualified estate planning attorney is crucial

Tuesday May 27, 2025
Tuesday May 27, 2025
Episode Summary:
In this inaugural episode, estate planning attorney Andrew Rosenberg discusses common misconceptions about wills and estate planning, sharing compelling real-life stories including his own personal experience with a near-fatal heart attack. He explains why having just a will isn't enough and the importance of proper estate planning regardless of age or wealth status.
Key Timestamps:
00:01 - Show Introduction
00:52 - Origin story of "If You Don't Plan, You're Stupid" catchphrase
02:23 - Biggest myth about estate planning: Why having just a will isn't enough
06:21 - Real-life disaster story about inheritance and family conflict
10:15 - Success story about proper estate planning (Andy's personal heart attack experience)
15:01 - Preview of future episode topics
17:06 - Closing remarks and call to action
About the Show:
"If You Don't Plan, You Are Stupid" is a podcast hosted by John Clements featuring estate planning attorney Andrew Rosenberg. The show aims to demystify estate planning and demonstrate why planning for your future is crucial for everyone, regardless of age or wealth status.