The biggest threat to your job? It’s not your boss. It’s the system.
In this episode, Kyle Jerome Carter breaks down the illusion of job security in 2025 and shows you how to strategically leverage freelancing (1099) as your first real step into entrepreneurship. You’ll learn:
✅ The true cost of being a W-2 employee
✅ How companies are downsizing while still outsourcing the same work
✅ How to pitch freelance contracts—even while employed
✅ What it takes to build a freelance business that funds your transition
👉 Ready to take the first step? Join the Pre-Requisite Challenge to build your execution system and pick the right business vehicle for you: https://forms.gle/jRf7gsTD5JADe6Tq7
Follow me on Instagram@: Kyle.Jerome.Carter
Timestamps:
0:00:00 – The Future Is Freelance
0:02:48 – Job Security Is an Illusion
0:05:36 – AI & Layoffs Are Reshaping Work
0:08:24 – W2 vs 1099: The Real Math
0:11:12 – Freelancer Leverage Explained
0:14:00 – Multiply Clients, Multiply Income
0:16:48 – Building Systems to Scale
0:19:36 – Using PTO to Build Your Exit Plan
0:22:24 – Q&A: No Time, But Want Change?
0:25:12 – Q&A: Outgrown the Role, What Now?