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October 23, 2025 49 mins

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“ Don’t wait to start your entrepreneurial journey.” - Alessandro Chesser

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Founder and Expert Alessandro Chesser exposes the hidden tax-free trust system the ultra-rich quietly use to multiply and preserve fortunes legally and efficiently. In this powerful conversation, he reveals how Dynasty is democratizing access to financial tools once reserved for billionaires. You’ll learn how to protect your wealth, reduce taxes, and create generational impact—all without the complexity or gatekeeping of traditional advisors. 

02:15 The problem with how most founders handle wealth after an exit

06:40 How Alessandro discovered the power of digital trust structures

11:25 The shocking tax loophole the ultra-rich use—and how it works legally

17:10 Why traditional advisors keep these tools hidden from most entrepreneurs

24:35 How Dynasty simplifies and democratizes high-level wealth planning

31:50 The truth about building generational wealth without high fees or gatekeepers

44:00 Action steps to leverage digital trust strategies today

Click here for full show notes, transcript, and resources:

https://podcast.deepwealth.com/484

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