Most people enter marriage with optimism and good intentions, but very few understand what actually causes relationships to fall apart over time. After spending 15 years inside divorce courtrooms and watching more than a thousand marriages unravel, today’s guest reached a blunt conclusion that challenges everything we’re taught about marriage and money.

Aaron Thomas, divorce lawyer, Harvard Law graduate, and founder of Prenups.com, shares what he learned from seeing marriages fail up close, and how those lessons completely reshaped how he approached his own relationship. Instead of ignoring the risks, Aaron reverse-engineered the most common emotional and financial breakdowns couples face and built systems to prevent them before they ever show up.

This conversation explores practical tools couples can use to strengthen trust, reduce money-related conflict, and stay aligned on big goals like financial independence, early retirement, and lifestyle design. You’ll learn how to run a marriage check-in that actually works, why prenups can be healthy (not hostile), and how clear financial agreements can protect both your relationship and your FI journey.

Key Takeaways:

• Identify repeating conflict patterns before they escalate
• Schedule an annual relationship check-in on your calendar
• Set a shared spending limit to prevent daily money tension
• Create financial guardrails for helping family and friends
• Align on FI timelines before resentment builds
• Talk through risk tolerance differences, not past each other
• Use a prenup to clarify values and expectations early
• Learn your state’s default divorce rules before you marry

Other Episodes You’ll Love:

How to Have End-of-Life Conversations with the People You Love | E185 Tess Waresmith

When You and Your Partner See Money Differently | E162 Brian Page

When Your Spouse Makes More Than You | E151 Ed Coambs

Guest Summary:

Aaron Thomas is a divorce lawyer, Harvard Law graduate, and founder of Prenups.com. After representing hundreds of couples through emotionally and financially costly divorces, Aaron became passionate about helping couples proactively design healthier relationships. His work focuses on clear communication, financial transparency, and practical systems that reduce conflict and support long-term partnerships, especially for high-achieving couples pursuing financial independence.

Aaron’s website: https://prenups.com/

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Email me at Justin@FIMinded.com or connect with me on LinkedIn.

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