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Drew Wood | Jun 26, 2026 at 9:43 AM EDT

The Portfolio That Quietly Pays Your Property Taxes Forever

The mortgage is supposed to be the finish line. Then one day the house is paid off and another realization…

Drew Wood | Jun 26, 2026 at 8:30 AM EDT

Your COLA Raise Quietly Pushed You Over the Next IRMAA Bracket

A 2.8% Social Security cost-of-living adjustment sounds harmless until it lands on the wrong side of a Medicare income line.…

Drew Wood | Jun 26, 2026 at 7:03 AM EDT

The Homebody Portfolio: How Much Does Retirement Cost When You Never Leave Chicago?

What does retirement look like for someone who genuinely has no desire to leave home? No snowbird condo in Florida.…

Carl Sullivan | Jun 26, 2026 at 6:44 AM EDT

Retired Firefighter With $810,000 Discovers Pension Just Triggered an IRMAA Surprise

Picture a 62-year-old retired firefighter living comfortably on a $78,000 public-safety pension. He has $410,000 in a 457(b) and about…

Gerelyn Terzo | Jun 26, 2026 at 6:03 AM EDT

Stocks Dropped on the Fed, and a 72-Year-Old Fled to Treasuries for Safety. The Interest Still Taxed Her Social Security.

She is 72, retired, and watched her brokerage statement shrink after the June 17, 2026 Federal Reserve meeting. Fed Chair…

Drew Wood | Jun 26, 2026 at 5:12 AM EDT

The Portfolio That Buys You A New Car Every Three Years

Most drivers replace their vehicles the same way: make payments for a few years, trade the car in, then start…

Michael Williams | Jun 25, 2026 at 8:38 PM EDT

Social Security’s Timetable for Collapse Just Moved Up – and That’s Not Even the Worst News

If you are within a decade of claiming Social Security, you probably saw the news and felt your stomach drop.…

Michael Williams | Jun 25, 2026 at 8:28 PM EDT

“He’s a Wolf in the Middle of the Sheep Pen”: Dave Ramsey to a Church Elder Watching a Fellow Member Sell Whole Life Insurance to Congregants

On a recent episode of The Ramsey Show, a financial advisor and church elder named John from Raleigh, North Carolina…

Michael Williams | Jun 25, 2026 at 8:15 PM EDT

Here’s How You Can Retire to St. Petersburg, Florida, at 65 on $925,000 Where the Sun Shines

St. Petersburg is a popular retirement spot for a reason. A reader with a portfolio in the high six figures…

Carl Sullivan | Jun 25, 2026 at 7:41 PM EDT

68-Year-Old Federal Retiree With $1.2M TSP Discovers Survivor Election Cost Him $90,000

A 68-year-old federal retiree sits down with his account statements and has a startling revelation. His Thrift Savings Plan (TSP)…

Michael Williams | Jun 25, 2026 at 7:25 PM EDT

“That’s a Pregnant Woman Talking That She Wants a New Car for a New Baby”: Dave Ramsey to a Veteran With $16K in Debt Eyeing a Vehicle Upgrade

A veteran called in to a recent episode of The Ramsey Show with a question most growing families face. He carries…

Michael Williams | Jun 25, 2026 at 7:14 PM EDT

Here’s How You Can Retire to the Beaches of Marco Island, Florida, at 65 on $1.5 Million

Can you retire to Marco Island at 65 on $1.5 million? Yes, but only if you treat it as the…

Michael Williams | Jun 25, 2026 at 7:10 PM EDT

Congressman Issues Dire Social Security Warning: “Benefits Will Be Cut” as Trust Fund Depletion Accelerates

She is 67, retired, and the roughly $2,000 Social Security check that lands in her account each month covers more…

Michael Williams | Jun 25, 2026 at 6:46 PM EDT

The “Social Security Tax Trap” That Can Cost a Retired Couple $8,189+ per Year

Picture a retired couple in their late 60s. Both worked their full careers, both delayed Social Security until full retirement…

Michael Williams | Jun 25, 2026 at 6:12 PM EDT

Here’s How You Can Retire to the Beaches of Sarasota, Florida, at 65 on $1 Million Stress Free

We get this question constantly. Someone in their early 60s is sitting on roughly $1 million, eyeing the Gulf Coast,…

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Personal Finance Articles

All Personal Finance Articles

The Portfolio That Quietly Pays Your Property Taxes Forever

Your COLA Raise Quietly Pushed You Over the Next IRMAA Bracket

The Homebody Portfolio: How Much Does Retirement Cost When You Never Leave Chicago?

Retired Firefighter With $810,000 Discovers Pension Just Triggered an IRMAA Surprise

Stocks Dropped on the Fed, and a 72-Year-Old Fled to Treasuries for Safety. The Interest Still Taxed Her Social Security.

The Portfolio That Buys You A New Car Every Three Years

Social Security’s Timetable for Collapse Just Moved Up – and That’s Not Even the Worst News

“He’s a Wolf in the Middle of the Sheep Pen”: Dave Ramsey to a Church Elder Watching a Fellow Member Sell Whole Life Insurance to Congregants

Here’s How You Can Retire to St. Petersburg, Florida, at 65 on $925,000 Where the Sun Shines

68-Year-Old Federal Retiree With $1.2M TSP Discovers Survivor Election Cost Him $90,000

“That’s a Pregnant Woman Talking That She Wants a New Car for a New Baby”: Dave Ramsey to a Veteran With $16K in Debt Eyeing a Vehicle Upgrade

Here’s How You Can Retire to the Beaches of Marco Island, Florida, at 65 on $1.5 Million

Congressman Issues Dire Social Security Warning: “Benefits Will Be Cut” as Trust Fund Depletion Accelerates

The “Social Security Tax Trap” That Can Cost a Retired Couple $8,189+ per Year

Here’s How You Can Retire to the Beaches of Sarasota, Florida, at 65 on $1 Million Stress Free

Live Nasdaq Composite: Stocks Sink on Worrisome Q2 Tech Earnings, Oil Retakes $100

I’m Buying ‘Fully Priced’ AMD Because The Math Says I Should

Two Blowout Quarters, Two Selloffs: What Tesla and Alphabet Reveal About our Price Target

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

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

At $100 Per Barrel, Which Oil Stock Has Dominated in 2026: ExxonMobil, Chevron, or BP?

I’m Buying ‘Fully Priced’ AMD Because The Math Says I Should

Personal Finance Articles

All Personal Finance Articles

The Portfolio That Quietly Pays Your Property Taxes Forever

Your COLA Raise Quietly Pushed You Over the Next IRMAA Bracket

The Homebody Portfolio: How Much Does Retirement Cost When You Never Leave Chicago?

Retired Firefighter With $810,000 Discovers Pension Just Triggered an IRMAA Surprise

Stocks Dropped on the Fed, and a 72-Year-Old Fled to Treasuries for Safety. The Interest Still Taxed Her Social Security.

The Portfolio That Buys You A New Car Every Three Years

Social Security’s Timetable for Collapse Just Moved Up – and That’s Not Even the Worst News

“He’s a Wolf in the Middle of the Sheep Pen”: Dave Ramsey to a Church Elder Watching a Fellow Member Sell Whole Life Insurance to Congregants

Here’s How You Can Retire to St. Petersburg, Florida, at 65 on $925,000 Where the Sun Shines

68-Year-Old Federal Retiree With $1.2M TSP Discovers Survivor Election Cost Him $90,000

“That’s a Pregnant Woman Talking That She Wants a New Car for a New Baby”: Dave Ramsey to a Veteran With $16K in Debt Eyeing a Vehicle Upgrade

Here’s How You Can Retire to the Beaches of Marco Island, Florida, at 65 on $1.5 Million

Congressman Issues Dire Social Security Warning: “Benefits Will Be Cut” as Trust Fund Depletion Accelerates

The “Social Security Tax Trap” That Can Cost a Retired Couple $8,189+ per Year

Here’s How You Can Retire to the Beaches of Sarasota, Florida, at 65 on $1 Million Stress Free

Live Nasdaq Composite: Stocks Sink on Worrisome Q2 Tech Earnings, Oil Retakes $100

I’m Buying ‘Fully Priced’ AMD Because The Math Says I Should

Two Blowout Quarters, Two Selloffs: What Tesla and Alphabet Reveal About our Price Target

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

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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