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145. Generational Wealth: Give While You Live or Leave a Lump Sum?
Jan 17, 2026

We tackle the complex and often controversial topic of generational wealth, shifting the focus from simply leaving an inheritance to actively preparing the next generation to handle it. Whether you are building wealth from scratch or navigating the nuances of being a “trust fund kid,” we explore how to foster open communication, set healthy boundaries, and ensure your financial legacy is a gift of opportunity rather than a burden of entitlement. Along the way, we revisit core concepts from Die With Zero as we reconsider our previous views and challenge the stigmas surrounding generational wealth.

Greg joins this week’s podcast as we talk about:

– Understanding how the Independence Tax in 2026 often transfers family wealth directly to banks

– Reframing generational support as a Safety Net vs. Launch Pad to empower calculated risk-taking

– Utilizing the Magic Window to provide financial assistance when it has the highest utility between ages 26 and 35

– Prioritizing Memory Dividends by investing in early family experiences that pay emotional interest for decades

– Implementing Tactical Giving through “Matching” programs and “Ghost Rent” to reward good financial habits

– Why Multigenerational Living is becoming a primary wealth-building strategy in the current economic landscape

– Strategies for Overcoming Entitlement by mentoring heirs so that wealth doesn’t stifle personal ambition

 

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