Why High-Income Entrepreneurs Still Struggle to Retire

The Aaron Katsman Show · Sep 23, 2026 · 8m

Are you earning good money today without building the savings you’ll need tomorrow? Entrepreneurs and independent contractors can fall into a dangerous trap: a strong income creates the feeling of financial security, even when very little is being set aside for retirement. Without an employer contributing to a pension or retirement account, no one is automatically preparing for the day the income stops. On today’s podcast, we’re talking about the danger of being property-rich but cash-poor, why working forever is not a reliable plan, and how self-employed professionals can make retirement…