Trusts Build Fortunes! How Alessandro Chesser Scaled Dynasty with Ackman & TikTok
Release Date: 06/06/2025
Rodrigo Gonzales: How To Break The Media's Lies (Audio)
The Resilient Riches Podcast
In this powerful and timely episode, we sit down with Rodrigo Gonzalez, a seasoned media professional and co-founder of News AI, to explore how artificial intelligence and user-generated content are reshaping the future of journalism, truth, and influence. Rodrigo reveals how the traditional media supply chain—controlled by just a few conglomerates—has failed to keep up with the speed and scale of modern misinformation. He explains how News AI is flipping the script by using AI to verify context, source authenticity, and narrative bias in real time—empowering everyday...
info_outline
Rodrigo Gonzales: How To Break The Media's Lies
The Resilient Riches Podcast
In this powerful and timely episode, we sit down with Rodrigo Gonzalez, a seasoned media professional and co-founder of News AI, to explore how artificial intelligence and user-generated content are reshaping the future of journalism, truth, and influence. Rodrigo reveals how the traditional media supply chain—controlled by just a few conglomerates—has failed to keep up with the speed and scale of modern misinformation. He explains how News AI is flipping the script by using AI to verify context, source authenticity, and narrative bias in real time—empowering everyday people to...
info_outline
Don’t Get Caught in Tax Scams with Ryan Bakke, CPA
The Resilient Riches Podcast
Ever felt like you were just making the rich richer—without building anything for yourself? In this episode, Yair Klyman sits down with Ryan Bakke, a former Deloitte CPA who ditched the corporate grind to build a multimillion-dollar online tax and real estate advisory business. Ryan shares how a rooftop conversation with a Big Four partner triggered his Shawshank Redemption-style escape plan—and why he now helps everyday earners become wealth builders through tax strategy and real estate. You'll learn: Why depreciation is a “legal cheat code” for real estate investors The 7 steps...
info_outline
Don’t Get Caught in Tax Scams with Ryan Bakke, CPA (Audio)
The Resilient Riches Podcast
Ever felt like you were just making the rich richer—without building anything for yourself? In this episode, Yair Klyman sits down with Ryan Bakke, a former Deloitte CPA who ditched the corporate grind to build a multimillion-dollar online tax and real estate advisory business. Ryan shares how a rooftop conversation with a Big Four partner triggered his Shawshank Redemption-style escape plan—and why he now helps everyday earners become wealth builders through tax strategy and real estate. You'll learn: Why depreciation is a “legal cheat code” for real estate investors The 7 steps...
info_outline
Exiled Muslim Reporter Dalia Ziada Tells The Truth About The Middle East Conflict
The Resilient Riches Podcast
This episode is not business as usual. Yair Klyman sits down with Dalia Ziada, one of the world's most courageous voices for freedom and reform in the Arab world. Dalia is a globally recognized writer, activist, and one of the top 10 most powerful bloggers in the world. She played a pivotal role in the ousting of the Muslim Brotherhood in Egypt—and was forced into exile with a target on her back. Now granted asylum in the U.S., Dalia joins Yair to unpack the truth behind the Islamist movements dominating headlines, the difference between Islamism and traditional Islam, and why this war in...
info_outline
Exiled Muslim Reporter Dalia Ziada Tells The Truth About The Middle East Conflict (Audio)
The Resilient Riches Podcast
This episode is not business as usual. Yair Klyman sits down with Dalia Ziada, one of the world's most courageous voices for freedom and reform in the Arab world. Dalia is a globally recognized writer, activist, and one of the top 10 most powerful bloggers in the world. She played a pivotal role in the ousting of the Muslim Brotherhood in Egypt—and was forced into exile with a target on her back. Now granted asylum in the U.S., Dalia joins Yair to unpack the truth behind the Islamist movements dominating headlines, the difference between Islamism and traditional Islam, and why this war in...
info_outline
Barak Schwartz: From Broken Back, Basketball To 10 Million People Listening (Audio)
The Resilient Riches Podcast
What happens when your biggest dream shatters—but you refuse to quit? In this raw and powerful episode of Resilient Riches, Yair Klyman sits down with Barak Schwartz—a former basketball player turned elite trainer, turned digital media force—whose journey is anything but ordinary. Barak shares how repeated injuries derailed his basketball career, but instead of giving up, he channeled that setback into helping others. Then, after the tragic loss of his close friend at the Nova Festival on October 7th, Barak made a life-changing decision: to become a voice for truth, identity, and Israel....
info_outline
Barak Schwartz: From Broken Back, Basketball To 10 Million People Listening
The Resilient Riches Podcast
What happens when your biggest dream shatters—but you refuse to quit? In this raw and powerful episode of Resilient Riches, Yair Klyman sits down with Barak Schwartz—a former basketball player turned elite trainer, turned digital media force—whose journey is anything but ordinary. Barak shares how repeated injuries derailed his basketball career, but instead of giving up, he channeled that setback into helping others. Then, after the tragic loss of his close friend at the Nova Festival on October 7th, Barak made a life-changing decision: to become a voice for truth, identity, and Israel....
info_outline
Trusts Build Fortunes! How Alessandro Chesser Scaled Dynasty with Ackman & TikTok
The Resilient Riches Podcast
Most people don't realize that the wealthiest individuals quietly use trusts to protect and transfer their assets—while everyone else gets stuck in probate court, paying unnecessary fees and taxes. In this episode of Resilient Riches, Yair and David Klyman sit down with Alessandro Cheeser, founder of Dynasty, a tech-forward trust company that’s turning the traditional legal industry on its head. After building Carta into a multibillion-dollar startup, Alessandro turned his attention to the outdated world of estate planning—and built a scalable, VC-backed disruptor doing 30,000+ trusts in...
info_outline
Trusts Build Fortunes! How Alessandro Chesser Scaled Dynasty with Ackman & TikTok
The Resilient Riches Podcast
Most people don't realize that the wealthiest individuals quietly use trusts to protect and transfer their assets—while everyone else gets stuck in probate court, paying unnecessary fees and taxes. In this episode of Resilient Riches, Yair and David Klyman sit down with Alessandro Cheeser, founder of Dynasty, a tech-forward trust company that’s turning the traditional legal industry on its head. After building Carta into a multibillion-dollar startup, Alessandro turned his attention to the outdated world of estate planning—and built a scalable, VC-backed disruptor doing 30,000+ trusts in...
info_outlineMost people don't realize that the wealthiest individuals quietly use trusts to protect and transfer their assets—while everyone else gets stuck in probate court, paying unnecessary fees and taxes.
In this episode of Resilient Riches, Yair and David Klyman sit down with Alessandro Cheeser, founder of Dynasty, a tech-forward trust company that’s turning the traditional legal industry on its head. After building Carta into a multibillion-dollar startup, Alessandro turned his attention to the outdated world of estate planning—and built a scalable, VC-backed disruptor doing 30,000+ trusts in just 2 years.
You’ll learn:
-
Why revocable trusts are one of the most powerful (and underused) tools in personal finance
-
How Alessandro’s team digitized trust creation—making it as easy as updating your social profile
-
The difference between revocable vs. irrevocable trusts—and how the wealthy use them to protect assets from lawsuits, creditors, and taxes
-
How to raise capital from elite investors like Bill Ackman and the founder of Insight Partners—even if you’re a first-time founder
-
Why traditional Facebook ads are dead, and how influencers + TikTok are reshaping customer acquisition
-
The smart strategy behind giving away your product for free—and making money elsewhere
-
What startup founders can do to eliminate $10M+ in capital gains taxes
Alessandro also shares his personal journey—from working as a bank teller at 16 to building legal tech companies that are reshaping industries. If you're a founder, advisor, or simply someone who wants to understand how real wealth is built and protected, this episode is a must-listen.