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Becoming Financially Confident
Oct. 27, 2026

Leaving a Job? Your 401(k) Options and What Cashing Out Really Costs

Leaving a Job? Your 401(k) Options and What Cashing Out Really Costs
Becoming Financially Confident
Leaving a Job? Your 401(k) Options and What Cashing Out Really Costs

Key Takeaways

  • When you are leaving a job, understanding your 401(k) options is critical to protecting your long-term retirement savings.
  • Cashing out your retirement account early can cost you roughly 40% in taxes and penalties, making it a very expensive financial move.
  • The 60-day rollover trap catches many people off guard, so it is essential to execute direct rollovers to avoid unexpected tax bills.
  • Debt payments currently consume 52 cents of every dollar of income gain, highlighting the importance of managing daily cash flow alongside retirement accounts.
  • Navigating unexpected medical debt like an ER bill starts with asking the right questions before sending payments to collections.

In today’s episode, Ralph Estep Jr. and Juliet focus on what to do with your 401(k) when you leave a job, and why cashing it out can cost far more than most people expect.

In This Episode

✓ The FTC sends $15.8 million in Cleo AI refunds by PayPal

✓ Consumer confidence jumps to 91.7 as gas prices ease

✓ Debt payments eat 52 cents of every dollar of income gain

✓ Carla’s $3,800 ER bill in collections and what to ask for first

✓ Your four 401(k) options after leaving a job

✓ Why cashing out can cost around 40%, and the 60-day rollover trap

If you’ve ever left a job and wondered what happens to your 401(k), this episode walks you through every option.

Resources

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Year-End Personal Tax Review:

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IRS rollover rules:

https://www.irs.gov/retirement-plans/plan-participant-employee/rollovers-of-retirement-plan-and-ira-distributions

FTC Cleo AI refunds:

https://www.ftc.gov/enforcement/refunds/cleo-ai-refunds

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Companies Mentioned

Cleo AI

PayPal

Fidelity

Vanguard

Jeep

Kubota

Apple

Frequently Asked Questions

What are my leaving a job 401(k) options?

When leaving a job, your four main options are leaving the money in your former employer's plan, rolling it over into a new employer's plan, rolling it over into an IRA, or cashing it out.

Why is cashing out a 401(k) so expensive?

Cashing out a 401(k) before retirement age typically triggers ordinary income taxes plus a 10% early withdrawal penalty, which can cost you around 40% of your total balance.

What is the 60-day rollover trap?

The 60-day rollover rule requires you to deposit funds withdrawn from a retirement account into a new eligible account within 60 days, otherwise the IRS treats it as a taxable distribution subject to penalties.