Everything Entrepreneurship With Kyle Jerome Carter

W-2 vs 1099: How Companies Are Quietly Transitioning from Employees to Contractors

Kyle Jerome Carter

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0:00 | 28:26

They taught you how to clock in, but not how to cash out on your terms. In this episode, Kyle Jerome Carter breaks down the real difference between W-2 employment and 1099 freelancing—and why freelancing might be the most strategic bridge between your 9-5 and full ownership. You’ll learn how to flip job insecurity into opportunity, use your current role as leverage, and structure a freelance offer that gives you both flexibility and real income potential.

Whether you're an ambitious employee, a working entrepreneur, or somewhere in between, this is the blueprint for building freedom without recklessly quitting your job.