Episode 25: Open Enrollment

💼 Open Enrollment: The Annual Game of “Guess What These Benefits Actually Mean” Every fall, HR drops that mysterious email: “It’s time for open enrollment!” And suddenly, you’re scrolling through options that sound like they were written by a committee of lawyers and robots. ☠️ “High-Deductible Health Plan” sounds scary. 💰 “Health Savings Account” sounds like a trap. 💡 And “Flexible Spending Account”? Not flexible enough when you forget to use it by December. That’s where planning actually pays off. In this week’s video, I break down how to make smart benefit elections that fit your financial plan, not just your employer’s brochure. Because open enrollment shouldn’t feel like a pop quiz you didn’t study for. 🎥 Watch below and then—before you click “submit” on your benefits—make sure it aligns with your long-term plan.

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Episode 26: Fall Money Fire Drill

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Episode 24: The Parent 529 Playbook