Alessandro Chesser
CEO
What if the most powerful wealth-building tool isn’t just for the ultra-rich—but for anyone with a smartphone?
Meet Alessandro Chesser, a fintech trailblazer on a mission to democratize estate planning. As the founder and CEO of Dynasty, Alessandro is transforming the way Americans approach wealth preservation by making living trusts accessible, affordable, and digital.
Alessandro's journey began at 16, selling financial products at Bank of America. His career trajectory led him to become the first sales hire at Carta, where he played a pivotal role in scaling the company from zero to over $300 million in annual recurring revenue. Now, with Dynasty, he's leveraging his extensive experience to simplify the complex world of trusts, aiming to make them a standard part of financial planning for all.
Through innovative use of technology and a commitment to transparency, Alessandro is not only challenging traditional estate planning but also addressing systemic issues like pay equity and financial literacy. His work is a testament to the belief that everyone deserves the tools to secure their financial future.