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Maurie Backman | Jul 23, 2026 at 8:17 PM EDT

Congress Has Six Years to Save Social Security: Here’s What’s at Stake

Social Security is not going broke, but millions of retirees may soon face a painful reality if Congress keeps stalling.…

Michael Williams | Jul 23, 2026 at 7:29 PM EDT

At 63, Your Tax Return Starts Setting Your Medicare Premium Two Years Before You Ever Get a Medicare Bill

The tax return you file at 63 quietly locks in a Medicare premium you won't see for two years, and…

Michael Williams | Jul 23, 2026 at 7:09 PM EDT

How a 55-Year-Old Teacher Could Replace an $85,000 Salary With Dividend Growth Plus Covered Calls

Replacing an $85,000 teacher's salary with investment income sounds straightforward until you discover that choosing the wrong yield tier could…

Michael Williams | Jul 23, 2026 at 6:27 PM EDT

The “Hire Your Kid” Rule: Pay Your Child $15,000 From the Family Business and Neither of You Owes the IRS a Dime

A little-known combination of tax code sections lets family business owners shift real money off their returns while giving a…

Michael Williams | Jul 23, 2026 at 6:18 PM EDT

5 Countries Where $500,000 Retires Better Than $1 Million Does in Florida

A Florida retirement budget that looks solid on paper has a way of dissolving once insurance quotes, HOA fees, and…

Michael Williams | Jul 23, 2026 at 6:04 PM EDT

A $900,000 Portfolio That Quietly Pays $60,000 a Year Without Touching Principal

Most retirees assume a big nest egg means accepting either a meager paycheck or a slow bleed of principal, but…

Marc Guberti | Jul 23, 2026 at 6:03 PM EDT

Before Your First RMD at 73, Make Sure Your $1.4 Million 401(k) Isn’t Costing You $52,000 in Taxes

A seven-figure 401(k) sounds like security until the IRS forces a withdrawal that triggers a tax cascade most retirees never…

Michael Williams | Jul 23, 2026 at 5:25 PM EDT

His 401(k) Held $400,000 of Company Stock. Rolling It Into an IRA Would Have Erased a Six-Figure Tax Break

Buried deep in the tax code sits a rule that could save a retiring employee with appreciated company stock a…

Michael Williams | Jul 23, 2026 at 5:16 PM EDT

The Real Cost of Retiring in Sun City, Arizona, on Social Security and a Small Pension

Sun City looks affordable on paper, but the homes hiding behind those low price tags carry a decades-old secret that…

Michael Williams | Jul 23, 2026 at 5:07 PM EDT

I’m 40 and my advisor wants me to switch from Roth to traditional 401(k). Dave Ramsey says it’s a million-dollar mistake

Her financial advisor pushed her to abandon the Roth 401(k) and take the traditional tax break instead, and it sounded…

Gerelyn Terzo | Jul 23, 2026 at 5:03 PM EDT

Kentucky Has 16 Million Barrels of Bourbon Aging. Here’s How a Retiree Can Actually Own One, and What a Sale Does to Social Security.

Owning a Kentucky bourbon barrel sounds like a bucket-list flex, but retirees who cash out a profitable barrel often discover…

Michael Williams | Jul 23, 2026 at 5:01 PM EDT

How Large Does Your Portfolio Need to Be to Generate $15,000 a Month?

Replacing a six-figure income with portfolio yield alone is a capital problem with a number most people underestimate, and the…

Gerelyn Terzo | Jul 23, 2026 at 3:02 PM EDT

The Helicopter Is the Fastest Way to the ER. The 20% Medicare Leaves Behind Is the Priciest Part of the Ride.

Medicare covers the helicopter, but a single rotor-wing evacuation can leave a retiree staring at a bill larger than a…

David Beren | Jul 23, 2026 at 12:38 PM EDT

Why Pulling From Your IRA Before Your Taxable Account Still Costs Retirees Five Figures, Even With No Penalty

Passing age 59½ clears the penalty hurdle on IRA withdrawals, but retirees who treat that milestone as a green light…

Marc Guberti | Jul 23, 2026 at 12:10 PM EDT

Roth Conversion Strategy Cuts $1.5 Million 401(k) Tax Bills in Half for Early Retirees

Most early retirees with large traditional 401(k)s follow the same instinct: leave it alone and let it grow until the…

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Personal Finance Articles

All Personal Finance Articles

Congress Has Six Years to Save Social Security: Here’s What’s at Stake

At 63, Your Tax Return Starts Setting Your Medicare Premium Two Years Before You Ever Get a Medicare Bill

How a 55-Year-Old Teacher Could Replace an $85,000 Salary With Dividend Growth Plus Covered Calls

The “Hire Your Kid” Rule: Pay Your Child $15,000 From the Family Business and Neither of You Owes the IRS a Dime

5 Countries Where $500,000 Retires Better Than $1 Million Does in Florida

A $900,000 Portfolio That Quietly Pays $60,000 a Year Without Touching Principal

Before Your First RMD at 73, Make Sure Your $1.4 Million 401(k) Isn’t Costing You $52,000 in Taxes

His 401(k) Held $400,000 of Company Stock. Rolling It Into an IRA Would Have Erased a Six-Figure Tax Break

The Real Cost of Retiring in Sun City, Arizona, on Social Security and a Small Pension

I’m 40 and my advisor wants me to switch from Roth to traditional 401(k). Dave Ramsey says it’s a million-dollar mistake

Kentucky Has 16 Million Barrels of Bourbon Aging. Here’s How a Retiree Can Actually Own One, and What a Sale Does to Social Security.

How Large Does Your Portfolio Need to Be to Generate $15,000 a Month?

The Helicopter Is the Fastest Way to the ER. The 20% Medicare Leaves Behind Is the Priciest Part of the Ride.

Why Pulling From Your IRA Before Your Taxable Account Still Costs Retirees Five Figures, Even With No Penalty

Roth Conversion Strategy Cuts $1.5 Million 401(k) Tax Bills in Half for Early Retirees

Live: Can Tonight’s Q2 Earnings Spark a Rebound for Navitas Semiconductor?

Live: Will Celestica Crush Q2 Earnings Tonight After the Market Closes?

Live: Can Applied Digital Rebound From Its 33% Selloff After Tonight’s Q4 Results?

Still Down 26% in 2026, Is Palantir’s Rebound Just Getting Started?

Speed Kills and What That Means for Microsoft and Meta on July 29

AMD’s Microsoft Partnership Validates This Transition So I’m Loading Up

Miss Medicare Enrollment at 65 and the Penalty Isn't a Fine. It's a Higher Premium for Life.

He Enrolled in Medicare at 65. His 62-Year-Old Wife Lost Her Coverage the Same Week.

Still Down 26% in 2026, Is Palantir’s Rebound Just Getting Started?

Speed Kills and What That Means for Microsoft and Meta on July 29

Personal Finance Articles

All Personal Finance Articles

Congress Has Six Years to Save Social Security: Here’s What’s at Stake

At 63, Your Tax Return Starts Setting Your Medicare Premium Two Years Before You Ever Get a Medicare Bill

How a 55-Year-Old Teacher Could Replace an $85,000 Salary With Dividend Growth Plus Covered Calls

The “Hire Your Kid” Rule: Pay Your Child $15,000 From the Family Business and Neither of You Owes the IRS a Dime

5 Countries Where $500,000 Retires Better Than $1 Million Does in Florida

A $900,000 Portfolio That Quietly Pays $60,000 a Year Without Touching Principal

Before Your First RMD at 73, Make Sure Your $1.4 Million 401(k) Isn’t Costing You $52,000 in Taxes

His 401(k) Held $400,000 of Company Stock. Rolling It Into an IRA Would Have Erased a Six-Figure Tax Break

The Real Cost of Retiring in Sun City, Arizona, on Social Security and a Small Pension

I’m 40 and my advisor wants me to switch from Roth to traditional 401(k). Dave Ramsey says it’s a million-dollar mistake

Kentucky Has 16 Million Barrels of Bourbon Aging. Here’s How a Retiree Can Actually Own One, and What a Sale Does to Social Security.

How Large Does Your Portfolio Need to Be to Generate $15,000 a Month?

The Helicopter Is the Fastest Way to the ER. The 20% Medicare Leaves Behind Is the Priciest Part of the Ride.

Why Pulling From Your IRA Before Your Taxable Account Still Costs Retirees Five Figures, Even With No Penalty

Roth Conversion Strategy Cuts $1.5 Million 401(k) Tax Bills in Half for Early Retirees

Live: Can Tonight’s Q2 Earnings Spark a Rebound for Navitas Semiconductor?

Live: Will Celestica Crush Q2 Earnings Tonight After the Market Closes?

Live: Can Applied Digital Rebound From Its 33% Selloff After Tonight’s Q4 Results?

Still Down 26% in 2026, Is Palantir’s Rebound Just Getting Started?

Speed Kills and What That Means for Microsoft and Meta on July 29

AMD’s Microsoft Partnership Validates This Transition So I’m Loading Up

Featured Reads

Miss Medicare Enrollment at 65 and the Penalty Isn't a Fine. It's a Higher Premium for Life.

He Enrolled in Medicare at 65. His 62-Year-Old Wife Lost Her Coverage the Same Week.