The Dept. w/ Omar El-Takrori Real Youtube Advice For Real Entrepreneurs (This will work) ft. Karlton Dennis | The Dept. #89
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Sep 12, 2025 
In this conversation, Karlton Dennis, a tax strategist and successful entrepreneur, reveals how he skyrocketed his YouTube channel to 100,000 subscribers in just three months. He discusses the power of content as a trust builder and shares actionable tax strategies for entrepreneurs, such as transitioning from an LLC to an S-Corp. Karlton also emphasizes how to make your lifestyle legally deductible and leverage real estate for wealth. Additionally, he highlights the importance of branding and effective communication for business growth.
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Hire A Human Once You Have Investments
- Move off TurboTax to a human tax professional as soon as you have investments or a business.
- Human advisors find advanced deductions and correct depreciation TurboTax misses.
Report $600+ Self-Employed Income
- Treat any earned income over $600 as a self-employed business and report it.
- Expect to pay self-employment taxes (Social Security and Medicare) at 15.3% unless you restructure.
Use An S-Corp To Reduce Payroll Taxes
- Consider electing S-Corp status when payroll tax savings exceed the cost and complexity.
- Pay yourself a reasonable W-2 salary and take distributions to avoid self-employment tax on profits.