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Most families lose their wealth not because they didn’t earn enough — but because they transferred it the wrong way. Selling your house to your kids for a dollar sounds clever. It sounds generous. It sounds like a shortcut around taxes. But for many families, that single emotional decision becomes a financial time bomb — triggering massive capital gains, destroying retirement security, and turning a lifetime asset into a liability for the next generation. In this video, Kevin O’Leary breaks down what wealthy families actually do when transferring property — and why average families unknowingly sabotage their own legacy. You’ll learn: Why “selling for a dollar” is not a loophole — and often makes things worse How capital gains really work when transferring property Why emotional decisions destroy family wealth across generations The difference between giving an asset and structuring an asset How wealthy families protect themselves, the asset, and their children — in that order Why discipline, not generosity, is what actually creates lasting legacy This isn’t about tricks. This isn’t about beating the system. This is about understanding the system — before it costs your family hundreds of thousands of dollars and decades of hard work. 👉 Subscribe for real conversations about wealth, legacy, and financial decisions that actually last beyond one generation. ⚠️ DISCLAIMER: This content is provided for educational and informational purposes only and does not constitute financial, investment, tax, legal, or estate-planning advice. The scenarios discussed are general examples and may not apply to your personal situation. Laws and tax rules vary by jurisdiction and are subject to change. Always consult with qualified financial advisors, tax professionals, and estate planning attorneys before making decisions involving property transfers, inheritance, or asset structuring. 🏷️HASHTAGS: #EstatePlanning #FamilyWealth #CapitalGains #RealEstateStrategy #KevinOLeary #WealthTransfer #FinancialLegacy