EPISODE · Feb 22, 2024 · 43 MIN
Sally Gimon: How Do The Mega-Rich Save BIG On Taxes
from Scouting for Growth · host Sabine VdL
On this episode of the Scouting For Growth podcast, Sabine VdL talks to Sally Gimon, an absolute superstar in the world of real estate investing and financial education. After getting hit with a $79,000 tax bill from her wholesale real estate activities, Sally uncovered an incredible secret used by the mega-rich to save BIG on taxes. What she found led her down the rabbit hole into the realm of Spend thrift Trusts, which have been tucked away in the tax code for over 100 years & used by families like the Rockefellers to shield assets and minimise taxes legally. KEY TAKEAWAYS I help US business owners save at least 90% on their Federal income taxes legally, year after year, generation after generation. In 43 states where there’s state or personal income taxes, I help them save money too. That’s money that can be used to pay off the mortgage, help a family member out, go on vacation, save for retirement, or give to charity. The Rockefellers’ trust is called The Office, they hire 26 CPAs (they can afford it), & it goes from generation to generation, it’s complex, it’s discretionary – meaning the trustee can make the rules for the beneficiary, someone who is not a beneficiary can sign up for the trust & the become a trustee for 5 minutes – someone at a law firm or myself can do this for them for free. It’s has been in front of the Supreme Court twice & both times has been honoured. This is in the IRS tax code, it’s legal but not many people know about it. The Rockefellers, DuPonts, Carnegies, OJ Simpson, Robin Williams, they all have a Spendthrift Trust meaning Robin Willimas’ 3 grown children will pay no royalties for his TV shows, movies, comedy acts. If they can do this, everybody should do this. This comes from England hundreds of years ago, though it has a different name. With the Spendthrift beneficial trust, if the average person joining my real estate group is a 56 year old man who is wholesaling or fixing & flipping a house & makes $50,000 on that deal & are on 24% filing jointly (1 of 7 tax bracket in the US), they will save over $12,000 on that first property. If they do 2 properties in one year, they pay for that trust for generation after generations. On the business trust side, I recommend someone who is making at least $80,000 gross, you will save about $17,000 a year or more depending on the state. BEST MOMENTS 'If the Rockefellers can do it, why can’t Sally?!’ ‘Since November, 5 of my businesspeople who have the business trust have started the beneficial trust because they were saving so much money that they wanted to start lending money to real estate investors.’ ‘This is not taught in schools and universities. There are 1 million active attorneys, only 4% are trust attorneys who work for very well-healed people, I’m just trying to help the average person.’ ABOUT THE GUEST Sally Gimon, a seasoned Medicare broker turned real estate investor, epitomises the transformative power of financial literacy. Her journey began in late 2018, amidst personal challenges, when she pivoted to real estate investing to secure her future. Sally's acumen shone through as she wholesaled seven properties in 2019, erasing her debts & earning acclaim within her real estate community. However, a staggering tax bill in 2020 was a wake-up call that led her to a profound discovery: the Spendthrift Trust. Sally delved into the strategies of the affluent, uncovering how such trusts could shield investors from hefty capital gains and other taxes while maintaining privacy & asset protection. Find out more about the Spendthrift Trusts framework and approach, and reach out to Sally. ABOUT THE HOST Sabine VanderLinden is a corporate strategist turned entrepreneur and the CEO of Alchemy Crew Ventures. She leads venture-client labs that help Fortune 500 companies adopt and scale cutting-edge technologies from global tech ventures. A builder of accelerators, investor, and co-editor of the bestseller The INSURTECH Book, Sabine is known for asking the uncomfortable questions—about AI governance, risk, and trust. On Scouting for Growth, she decodes how real growth happens—where capital, collaboration, and courage meet. If this episode sparked your thinking, follow Sabine VanderLinden on LinkedIn, Twitter, and Instagram for more insights. And if you’re interested in sponsoring the podcast, reach out to the team at [email protected]
What this episode covers
What if the biggest tax advantage in America wasn’t a loophole… but a legacy strategy hiding in plain sight? In this episode of Scouting for Growth, Sabine VanderLinden sits down with Sally Gimon—a force of nature in real estate investing and financial education—who learned the hard way that making money is one thing, keeping it is another. After being hit with a $79,000 tax bill from her real estate activities, Sally did what most people never do: she went looking for answers beyond the obvious. What she uncovered sent her straight into the inner mechanics of how generational wealth is actually protected in the U.S.—legally. Enter the Spendthrift Trust. This is not a fringe tactic. Spendthrift Trusts have been embedded in the U.S. tax code for over 100 years, tested at the Supreme Court, and quietly used by some of the most powerful families in history—including the Rockefellers, DuPonts, Carnegies, and even estates like Robin Williams. Sally breaks down—plainly and practically—how these trusts work, why almost no one talks about them, and why they’re not just for the ultra-wealthy anymore. Here’s the uncomfortable truth: This knowledge exists. It’s legal. And it’s rarely shared outside elite circles. In this conversation, Sally explains how U.S. business owners can: Legally reduce federal income taxes by up to 90%, year after year Protect assets across generations while maintaining control and flexibility Reinvest tax savings into real estate, lending, family support, or philanthropy Structure income in a way that compounds opportunity rather than triggering penalties She demystifies the mechanics of beneficial Spendthrift Trusts, including: How trusteeship works (and why it’s more flexible than most assume) Why beneficiaries don’t “own” assets in the traditional sense—and why that matters How average real estate investors can recover the cost of a trust in one or two deals Why someone earning ~$80K+ can see five-figure annual tax savings, depending on state Perhaps most striking is Sally’s mission-driven perspective. With only 4% of attorneys specialising in trusts—and most serving ultra-high-net-worth clients—this is a system that has been structurally inaccessible. Sally’s work is about democratising financial literacy, not gaming the system. “If the Rockefellers can do it,” she says, “why shouldn’t everyday business owners?” This episode is eye-opening, practical, and deeply empowering—especially for founders, operators, and investors who are building real wealth but feel trapped by tax inefficiency. 🎧 If you’ve ever wondered why working harder doesn’t always translate into keeping more—this conversation will change how you think about money, taxes, and legacy. Because growth isn’t just about revenue. It’s about structure, strategy, and knowing the rules of the game you’re already playing.
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Sally Gimon: How Do The Mega-Rich Save BIG On Taxes
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