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5833 Articles

Gerelyn Terzo | Yesterday

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 | Yesterday

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 | Yesterday

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…

David Beren | Jul 23, 2026 at 11:33 AM EDT

A $500,000 Annuity Pays About $3,100 a Month for Life. The 4% Rule Pays $1,667. Here’s the Catch

An annuity quote that looks nearly twice as generous as the classic retirement withdrawal rule sounds like a straightforward win,…

David Beren | Jul 23, 2026 at 11:19 AM EDT

Why the 4% Withdrawal Rule Breaks Down for Retirees Who Retire at 55

Retiring at 55 sounds like a triumph until you realize the most trusted rule in retirement planning was never built…

Gerelyn Terzo | Jul 23, 2026 at 10:04 AM EDT

IRMAA Isn’t Split Between Spouses: Cross the Line and You Both Pay Full Freight

A single dollar of extra income can quietly trigger thousands in surprise Medicare costs for both spouses, and the tax…

Gerelyn Terzo | Jul 23, 2026 at 10:03 AM EDT

Jamie Dimon Says the Economy Is “Resilient.” David Solomon Says It’s “Well Positioned.” A 72-Year-Old on Social Security Is Looking Through a Different Lens.

Jamie Dimon calls the economy resilient, corporate profits are surging, and yet millions of retirees feel their budgets shrinking every…

David Beren | Jul 23, 2026 at 9:05 AM EDT

One Wrong Rollover Move Can Make an Entire 401(k) Taxable in a Single Year. Here’s the 60-Day Rule.

A single procedural misstep during a 401(k) rollover can trigger a tax bill large enough to wipe out years of…

Gerelyn Terzo | Jul 23, 2026 at 8:02 AM EDT

Four Nights in a Hospital Bed Don’t Count If You Were Never ‘Admitted.’ The Nursing Home Bill Proves It.

A 78-year-old woman spent four nights in a hospital bed, received IV fluids, imaging, and specialist consults, then left with…

Carl Sullivan | Jul 23, 2026 at 7:33 AM EDT

Retired Electrician With $760,000 Discovers Pension Triggers Unwelcome IRMAA Surprise

One truck purchase and a bathroom renovation quietly pushed a retired electrician's Medicare bill well beyond what his neighbor pays…

Gerelyn Terzo | Jul 23, 2026 at 7:02 AM EDT

She Owned Her Retirement Home but Not the Ground Beneath It. Then a Data Center Came Calling.

When a data center developer shows up with a relocation check, the residents who own their manufactured homes but rent…

Gerelyn Terzo | Jul 23, 2026 at 6:01 AM EDT

He Mined Coal for 30 Years. Now His Social Security Check Does What the Mine Used To.

When the coal industry left eastern Kentucky, one thing stayed behind and quietly became the town's largest payroll. The story…

Christy Bieber | Jul 23, 2026 at 2:22 AM EDT

Most Americans Don’t Realize They Claim Social Security Wrong

Millions of retirees are quietly draining their own Social Security benefits through a single decision made years before they ever…

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Personal Finance Articles

All Personal Finance Articles

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

A $500,000 Annuity Pays About $3,100 a Month for Life. The 4% Rule Pays $1,667. Here’s the Catch

Why the 4% Withdrawal Rule Breaks Down for Retirees Who Retire at 55

IRMAA Isn’t Split Between Spouses: Cross the Line and You Both Pay Full Freight

Jamie Dimon Says the Economy Is “Resilient.” David Solomon Says It’s “Well Positioned.” A 72-Year-Old on Social Security Is Looking Through a Different Lens.

One Wrong Rollover Move Can Make an Entire 401(k) Taxable in a Single Year. Here’s the 60-Day Rule.

Four Nights in a Hospital Bed Don’t Count If You Were Never ‘Admitted.’ The Nursing Home Bill Proves It.

Retired Electrician With $760,000 Discovers Pension Triggers Unwelcome IRMAA Surprise

She Owned Her Retirement Home but Not the Ground Beneath It. Then a Data Center Came Calling.

He Mined Coal for 30 Years. Now His Social Security Check Does What the Mine Used To.

Most Americans Don’t Realize They Claim Social Security Wrong

A 72-Year-Old Couple With $900,000 in IRAs Converts Nothing. Their Kids Inherit the Tax Bill Instead.

Have a Large 401(k) Balance and Approaching 62? Make Sure You Convert Before This Medicare Rule Kicks In

New York Has the Heaviest State and Local Tax Burden in America. For a Retiree Living on Social Security, Here’s What It Really Costs.

A 72-Year-Old Couple With $900,000 in IRAs Converts Nothing. Their Kids Inherit the Tax Bill Instead.

Have a Large 401(k) Balance and Approaching 62? Make Sure You Convert Before This Medicare Rule Kicks In

A 72-Year-Old Couple With $900,000 in IRAs Converts Nothing. Their Kids Inherit the Tax Bill Instead.

Have a Large 401(k) Balance and Approaching 62? Make Sure You Convert Before This Medicare Rule Kicks In

Personal Finance Articles

All Personal Finance Articles

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

A $500,000 Annuity Pays About $3,100 a Month for Life. The 4% Rule Pays $1,667. Here’s the Catch

Why the 4% Withdrawal Rule Breaks Down for Retirees Who Retire at 55

IRMAA Isn’t Split Between Spouses: Cross the Line and You Both Pay Full Freight

Jamie Dimon Says the Economy Is “Resilient.” David Solomon Says It’s “Well Positioned.” A 72-Year-Old on Social Security Is Looking Through a Different Lens.

One Wrong Rollover Move Can Make an Entire 401(k) Taxable in a Single Year. Here’s the 60-Day Rule.

Four Nights in a Hospital Bed Don’t Count If You Were Never ‘Admitted.’ The Nursing Home Bill Proves It.

Retired Electrician With $760,000 Discovers Pension Triggers Unwelcome IRMAA Surprise

She Owned Her Retirement Home but Not the Ground Beneath It. Then a Data Center Came Calling.

He Mined Coal for 30 Years. Now His Social Security Check Does What the Mine Used To.

Most Americans Don’t Realize They Claim Social Security Wrong

A 72-Year-Old Couple With $900,000 in IRAs Converts Nothing. Their Kids Inherit the Tax Bill Instead.

Have a Large 401(k) Balance and Approaching 62? Make Sure You Convert Before This Medicare Rule Kicks In

New York Has the Heaviest State and Local Tax Burden in America. For a Retiree Living on Social Security, Here’s What It Really Costs.

Featured Reads

A 72-Year-Old Couple With $900,000 in IRAs Converts Nothing. Their Kids Inherit the Tax Bill Instead.

Have a Large 401(k) Balance and Approaching 62? Make Sure You Convert Before This Medicare Rule Kicks In