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Social Security

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Carl Sullivan | Jul 24, 2026 at 7:58 AM EDT

Why Your Social Security Claiming Age Matters Less Than This Number

Everyone argues about whether to claim Social Security at 62 or 70, but that debate may be a distraction from…

Gerelyn Terzo | Jul 24, 2026 at 7:03 AM EDT

She Bought a $100 Share of a Racehorse. Then It Produced a $60,000 Windfall, and a Medicare Surprise.

A retired teacher's $60,000 racehorse windfall left her Social Security check completely untouched, but two years later something quietly showed…

Gerelyn Terzo | Jul 24, 2026 at 6:02 AM EDT

He Retired, Then Took the Bus-Driving Job His School District Couldn’t Fill. The Social Security Earnings Test Reshapes His Paycheck.

Retired bus drivers are answering school districts' desperate calls to get back behind the wheel, and the paycheck looks good…

Marc Guberti | Jul 24, 2026 at 5:03 AM EDT

Why Your $1.6 Million 401(k) Could Cost You Six Figures in Taxes Without Strategic Roth Conversions

Retiring at 62 with a seven-figure traditional 401(k) feels like a win, but an eight-year window before Social Security and…

Michael Williams | Jul 23, 2026 at 8:20 PM EDT

What It Takes to Retire to Minnesota’s Lake Country at 62 on $900,000

The lakefront retirement fantasy looks affordable until Minnesota's tax code and shoreline carrying costs collide with your ACA premiums in…

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…

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Personal Finance Articles

All Personal Finance Articles

Why Your Social Security Claiming Age Matters Less Than This Number

She Bought a $100 Share of a Racehorse. Then It Produced a $60,000 Windfall, and a Medicare Surprise.

He Retired, Then Took the Bus-Driving Job His School District Couldn’t Fill. The Social Security Earnings Test Reshapes His Paycheck.

Why Your $1.6 Million 401(k) Could Cost You Six Figures in Taxes Without Strategic Roth Conversions

What It Takes to Retire to Minnesota’s Lake Country at 62 on $900,000

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

Stock Market Live July 27, 2026: S&P 500 (SPY) Rallying on U.S.-Iran War Pause

Waymo Got $9,000 In Parking Tickets

3 Midstream Stocks Paying You While You Wait for July to End

5 Dividend Kings Continued to Pay and Raise Dividends Through Every Market Crash Since Black Monday

The Grocery Cards and Dental Perks That Sold You on Advantage Are Quietly Shrinking in 2026

This Couple Built a $1.5 Million Net Worth, But Most of It Is Locked Away With Penalties Attached. They're Stuck in the "Middle-Class Trap."

Waymo Got $9,000 In Parking Tickets

3 Midstream Stocks Paying You While You Wait for July to End

Personal Finance Articles

All Personal Finance Articles

Why Your Social Security Claiming Age Matters Less Than This Number

She Bought a $100 Share of a Racehorse. Then It Produced a $60,000 Windfall, and a Medicare Surprise.

He Retired, Then Took the Bus-Driving Job His School District Couldn’t Fill. The Social Security Earnings Test Reshapes His Paycheck.

Why Your $1.6 Million 401(k) Could Cost You Six Figures in Taxes Without Strategic Roth Conversions

What It Takes to Retire to Minnesota’s Lake Country at 62 on $900,000

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

Stock Market Live July 27, 2026: S&P 500 (SPY) Rallying on U.S.-Iran War Pause

Waymo Got $9,000 In Parking Tickets

3 Midstream Stocks Paying You While You Wait for July to End

5 Dividend Kings Continued to Pay and Raise Dividends Through Every Market Crash Since Black Monday

Featured Reads

The Grocery Cards and Dental Perks That Sold You on Advantage Are Quietly Shrinking in 2026

This Couple Built a $1.5 Million Net Worth, But Most of It Is Locked Away With Penalties Attached. They're Stuck in the "Middle-Class Trap."