Starting Over at 53: Smart Career Move or Retirement Risk?

Reinvention can be exciting, but is it risky when retirement is on the horizon? In this episode, Lee answers a question from a listener who wants to shift from corporate life to a new career in real estate at age 53, using IRA withdrawals to stay afloat during the transition. He also breaks down why early withdrawals can be financially dangerous and how commission-based careers may not offer the stability needed in this phase of life.

Beyond the technical advice, Lee explores the emotional side of starting over, how to balance passion with practicality, and what questions to ask before making a leap. He shares a practical framework for pursuing your passion without jeopardizing your long-term goals: get clarity, know your value, and make sure someone is willing to pay for the problems you solve.

 

Here’s what we discuss in today’s show:

🚫 The penalty trap of early IRA withdrawals

🏦 Why 401(k) rules after age 55 offer more flexibility

📉 The income risks of commission-based careers

🧠 How to turn passion into a paid skillset

💼 Why a salaried job may offer better financial stability

 

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