How to Minimize Taxes & Maximize Wealth with Alessandra Chesser
Mon Feb 02 2026
In this episode of the CapLander podcast, hosts Jody and Morgan Thelander sit down with Alessandro Chesser, founder & CEO of GetDynasty to discuss how they help startup founders pay zero taxes through Qualified Small Business Stock (QSBS). Discover how Alessandro's journey from banking to tech led to the creation of a full-stack trust company aimed at reducing taxes for entrepreneurs. Learn about the pivotal moments that shaped his career, the challenges of balancing family and business, and the future of wealth management in the startup ecosystem. Whether you're a seasoned founder or just starting out, this episode offers valuable insights into maximizing your financial potential.
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In this episode of the CapLander podcast, hosts Jody and Morgan Thelander sit down with Alessandro Chesser, founder & CEO of GetDynasty to discuss how they help startup founders pay zero taxes through Qualified Small Business Stock (QSBS). Discover how Alessandro's journey from banking to tech led to the creation of a full-stack trust company aimed at reducing taxes for entrepreneurs. Learn about the pivotal moments that shaped his career, the challenges of balancing family and business, and the future of wealth management in the startup ecosystem. Whether you're a seasoned founder or just starting out, this episode offers valuable insights into maximizing your financial potential.