
7 Pitfalls to Avoid If You Want to Stay Retired
05/15/25 • 16 min
You’ve finally made it to retirement!
But what if some of the choices you’re making right now are quietly pulling you back to work?
Every year, countless retirees are forced back into the workplace.
Not because they were reckless, but because they followed advice that sounded smart and safe.
In this episode, I'm sharing 7 of the most common retirement pitfalls that can derail even the best-laid plans.
I'm also sharing our Total Retirement SystemTM—a comprehensive framework to ensure you retire once and never look back.
If you're approaching retirement (or already there) and want to avoid mistakes that force people back to work, this episode is for you.
***
2025 TAX CHEATSHEET
Subscribe to the Stay Wealthy Retirement Newsletter!
As a thank you, you'll receive my recently updated 2025 Tax Cheatsheet (PDF).
You'll also receive weekly retirement and investing tips from yours truly.
👉 Click here to subscribe and grab your cheatsheet.
***
EPISODE RESOURCES:
You’ve finally made it to retirement!
But what if some of the choices you’re making right now are quietly pulling you back to work?
Every year, countless retirees are forced back into the workplace.
Not because they were reckless, but because they followed advice that sounded smart and safe.
In this episode, I'm sharing 7 of the most common retirement pitfalls that can derail even the best-laid plans.
I'm also sharing our Total Retirement SystemTM—a comprehensive framework to ensure you retire once and never look back.
If you're approaching retirement (or already there) and want to avoid mistakes that force people back to work, this episode is for you.
***
2025 TAX CHEATSHEET
Subscribe to the Stay Wealthy Retirement Newsletter!
As a thank you, you'll receive my recently updated 2025 Tax Cheatsheet (PDF).
You'll also receive weekly retirement and investing tips from yours truly.
👉 Click here to subscribe and grab your cheatsheet.
***
EPISODE RESOURCES:
Previous Episode

How to Spend More, Stress Less, and Retire Sooner
"I'll just work a few more years."
It's the retirement safety net millions of Americans often count on.
In large part because the financial industry has convinced everyone that retiring later is the most sensible backup plan if your savings fall short.
But what if this common advice is actually setting you up for one of the most costly mistakes of your life?
In this episode, I'm sharing why the real danger may not be running out of money in retirement, but rather working too long.
I’m also sharing why choosing the right withdrawal strategy may help you retire sooner AND give you more confidence to spend in retirement.
***
2025 TAX CHEATSHEET
Subscribe to the Stay Wealthy Retirement Newsletter!
As a thank you, you'll receive my recently updated 2025 Tax Cheatsheet (PDF).
You'll also receive weekly retirement and investing tips from yours truly.
👉 Click here to subscribe and grab your cheatsheet.
***
EPISODE RESOURCES:
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