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5838 Articles

Marc Guberti | Jul 21, 2026 at 9:02 PM EDT

The 401(k) Vesting Cliff That Cost One Worker $74,000 Before Age 60

A Reddit thread full of stunned commenters just did the math on what one job offer actually cost a 59-year-old,…

Michael Williams | Jul 21, 2026 at 8:50 PM EDT

A Caller’s Dad Turned $22,000 Into $1 Million on a Single Stock. Now the Family Faces a $150,000 Tax Decision

An 84-year-old man with Alzheimer's is sitting on a stock position worth a fortune, and selling it triggers a massive…

Michael Williams | Jul 21, 2026 at 7:57 PM EDT

How Much Can You Pull From a $1.5 Million Portfolio Without Paying a Dime of Federal Tax? More Than Most Retirees Guess

Most retirees pulling from a $1.5 million portfolio hand the IRS money they were never legally required to pay, and…

Michael Williams | Jul 21, 2026 at 7:44 PM EDT

‘Stop Being a Wimp and Be the Woman You Were Born to Be’: Suze Orman to a Debt-Free 38-Year-Old Paralyzed by AI Fears

A debt-free 38-year-old with no dependents asked Suze Orman how to protect herself from AI destroying her career. Orman's response…

Maurie Backman | Jul 21, 2026 at 7:04 PM EDT

The $850 Social Security Decision You Need to Make Carefully

Choosing when to file for Social Security can shift your monthly income by a surprisingly wide margin, and the age…

Michael Williams | Jul 21, 2026 at 6:57 PM EDT

The Real Cost of Retiring in Hawaii on Nothing but a Single Pension

A single pension, a paid-off condo, and thirty years in the most expensive island state in America sounds like a…

Michael Williams | Jul 21, 2026 at 6:55 PM EDT

He Turned 50, Walked Off the Job, and Tapped His $900,000 401(k) With Zero Penalty. The Age Rule Written for One Kind of Worker

Congress quietly carved a retirement loophole for a specific list of job titles that lets certain workers raid their 401(k)…

Michael Williams | Jul 21, 2026 at 6:40 PM EDT

‘Who Loans Somebody $175,000 to Get an Almost Degree?’: Dave Ramsey Unloads on an Army Soldier Whose Wife Has $177K in Student Debt and No Degree

A 20-year-old soldier just married, about to become a father, and sitting across from a $177,000 student loan balance his…

Michael Williams | Jul 21, 2026 at 6:31 PM EDT

Let’s Be Real. For Most Retirees, Only One Caribbean Island Actually Works

Every Caribbean island looks promising until Medicare, currency risk, and hurricane season start collapsing the spreadsheet. One territory survives the…

Marc Guberti | Jul 21, 2026 at 6:03 PM EDT

Before You Tap Your 401(k) in Retirement, Make Sure You Know This Three-Bucket Rule

Most retirees drain their 401(k) first and assume the math works out, but the account you tap and the order…

Michael Williams | Jul 21, 2026 at 5:42 PM EDT

“Buy, Borrow, Die”: The Three-Word Strategy That Lets the Wealthy Spend Millions and Never Pay Capital Gains Tax

Billionaires routinely spend millions from their investment portfolios without ever triggering a capital gains tax bill, and the statute that…

David Beren | Jul 21, 2026 at 3:36 PM EDT

1 in 5 Americans Over 50 Has Nothing Saved for Retirement. Here’s the Catch-Up Math That Still Works at 55.

Starting retirement savings at 55 with nothing in the bank sounds like a financial death sentence, but the current tax…

Gerelyn Terzo | Jul 21, 2026 at 3:01 PM EDT

Her Last Paycheck Included 30 Weeks of Severance. Her First Medicare Premium Included a Surcharge.

A lump-sum severance at 63 can quietly set your Medicare premium at 65, and most people only discover the connection…

Gerelyn Terzo | Jul 21, 2026 at 2:02 PM EDT

She Converted $25,000 to a Roth to Cut Future Taxes. It Cost Her the Senior Property-Tax Freeze, and Her Medicare Premium Could Be Next.

A routine Roth conversion that looked like smart tax planning quietly triggered a cascade of losses this Chicago retiree never…

Gerelyn Terzo | Jul 21, 2026 at 11:04 AM EDT

He Cashed Out His Bitcoin at 68 to Play It Safe. Medicare Read It as a Six-Figure Raise.

Selling Bitcoin to play it safe sounds like a responsible retirement move, but a quiet Medicare rule can turn that…

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Personal Finance Articles

All Personal Finance Articles

The 401(k) Vesting Cliff That Cost One Worker $74,000 Before Age 60

A Caller’s Dad Turned $22,000 Into $1 Million on a Single Stock. Now the Family Faces a $150,000 Tax Decision

How Much Can You Pull From a $1.5 Million Portfolio Without Paying a Dime of Federal Tax? More Than Most Retirees Guess

‘Stop Being a Wimp and Be the Woman You Were Born to Be’: Suze Orman to a Debt-Free 38-Year-Old Paralyzed by AI Fears

The $850 Social Security Decision You Need to Make Carefully

The Real Cost of Retiring in Hawaii on Nothing but a Single Pension

He Turned 50, Walked Off the Job, and Tapped His $900,000 401(k) With Zero Penalty. The Age Rule Written for One Kind of Worker

‘Who Loans Somebody $175,000 to Get an Almost Degree?’: Dave Ramsey Unloads on an Army Soldier Whose Wife Has $177K in Student Debt and No Degree

Let’s Be Real. For Most Retirees, Only One Caribbean Island Actually Works

Before You Tap Your 401(k) in Retirement, Make Sure You Know This Three-Bucket Rule

“Buy, Borrow, Die”: The Three-Word Strategy That Lets the Wealthy Spend Millions and Never Pay Capital Gains Tax

1 in 5 Americans Over 50 Has Nothing Saved for Retirement. Here’s the Catch-Up Math That Still Works at 55.

Her Last Paycheck Included 30 Weeks of Severance. Her First Medicare Premium Included a Surcharge.

She Converted $25,000 to a Roth to Cut Future Taxes. It Cost Her the Senior Property-Tax Freeze, and Her Medicare Premium Could Be Next.

He Cashed Out His Bitcoin at 68 to Play It Safe. Medicare Read It as a Six-Figure Raise.

How to Create Warren Buffett’s 90/10 Portfolio, But With an 11% Yield

Claiming Social Security at 62 vs. Building a Dividend Bridge: Which Leaves You Richer at 75?

Retirement Is 10,000 Days With No Paycheck. These 4 ETFs Deposit One Every Month

Claiming Social Security at 62 vs. Building a Dividend Bridge: Which Leaves You Richer at 75?

How a 67-Year-Old Built a $4,800 Monthly Paycheck Around SCHD, JEPQ, and O

How to Create Warren Buffett’s 90/10 Portfolio, But With an 11% Yield

Claiming Social Security at 62 vs. Building a Dividend Bridge: Which Leaves You Richer at 75?

Personal Finance Articles

All Personal Finance Articles

The 401(k) Vesting Cliff That Cost One Worker $74,000 Before Age 60

A Caller’s Dad Turned $22,000 Into $1 Million on a Single Stock. Now the Family Faces a $150,000 Tax Decision

How Much Can You Pull From a $1.5 Million Portfolio Without Paying a Dime of Federal Tax? More Than Most Retirees Guess

‘Stop Being a Wimp and Be the Woman You Were Born to Be’: Suze Orman to a Debt-Free 38-Year-Old Paralyzed by AI Fears

The $850 Social Security Decision You Need to Make Carefully

The Real Cost of Retiring in Hawaii on Nothing but a Single Pension

He Turned 50, Walked Off the Job, and Tapped His $900,000 401(k) With Zero Penalty. The Age Rule Written for One Kind of Worker

‘Who Loans Somebody $175,000 to Get an Almost Degree?’: Dave Ramsey Unloads on an Army Soldier Whose Wife Has $177K in Student Debt and No Degree

Let’s Be Real. For Most Retirees, Only One Caribbean Island Actually Works

Before You Tap Your 401(k) in Retirement, Make Sure You Know This Three-Bucket Rule

“Buy, Borrow, Die”: The Three-Word Strategy That Lets the Wealthy Spend Millions and Never Pay Capital Gains Tax

1 in 5 Americans Over 50 Has Nothing Saved for Retirement. Here’s the Catch-Up Math That Still Works at 55.

Her Last Paycheck Included 30 Weeks of Severance. Her First Medicare Premium Included a Surcharge.

She Converted $25,000 to a Roth to Cut Future Taxes. It Cost Her the Senior Property-Tax Freeze, and Her Medicare Premium Could Be Next.

He Cashed Out His Bitcoin at 68 to Play It Safe. Medicare Read It as a Six-Figure Raise.

How to Create Warren Buffett’s 90/10 Portfolio, But With an 11% Yield

Claiming Social Security at 62 vs. Building a Dividend Bridge: Which Leaves You Richer at 75?

Retirement Is 10,000 Days With No Paycheck. These 4 ETFs Deposit One Every Month

Featured Reads

Claiming Social Security at 62 vs. Building a Dividend Bridge: Which Leaves You Richer at 75?

How a 67-Year-Old Built a $4,800 Monthly Paycheck Around SCHD, JEPQ, and O