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4643 Articles

Drew Wood | May 30, 2026 at 9:46 AM EDT

A 64-Year-Old Single Restaurant Owner Selling for $1.2 Million Cash Discovers a 1031 Won’t Help Him But This Strategy Will

A 64-year-old restaurant owner has spent 25 years building an independent business and recently accepted a $1.2 million cash offer…

Austin Smith | May 30, 2026 at 9:30 AM EDT

The $450,000 Debt Trap That Costs Dentists $1 Million in Forgone Income

A dentist three years out of school carrying $450,000 in student loans is staring at a fork in the road.…

Drew Wood | May 30, 2026 at 9:18 AM EDT

The Two Bucket Income Portfolio That Pays $5,000 a Month Plus a Cash Reserve to Survive 2008 Style Drawdowns

Generating $5,000 per month in passive income works out to $60,000 annually, a level many retirees target to cover core…

Christy Bieber | May 30, 2026 at 9:00 AM EDT

Social Security’s Biggest Pay Raise in 4 Years is Just Around the Corner. But There’s a Catch.

Social Security retirees could be in for a major change to their Social Security benefits in 2027. The upcoming cost-of-living…

Michael Williams | May 30, 2026 at 9:00 AM EDT

Widows Lose $200,000 Over 20 Years When Husbands Claim Social Security at 62

When a husband claims Social Security at 62 and dies a few years later, his widow often discovers something painful:…

Drew Wood | May 30, 2026 at 8:35 AM EDT

Can You Retire in Sarasota on $5,500 a Month? Only If These 3 Things Are True.

Someone in their late fifties or early sixties is looking at Sarasota, doing the napkin math, and wants to know…

Michael Williams | May 30, 2026 at 7:30 AM EDT

The $253,000 Mistake Suze Orman Says Investors Make When Hiring a Friend’s Financial Advisor

On the May 17 episode of her podcast, “Why Friendship Isn’t a Financial Plan,” Suze Orman told the story of…

Maurie Backman | May 30, 2026 at 7:21 AM EDT

Dave Ramsey’s Social Security Advice Falls Apart for the Average $2,000 a Month Retiree

Once you turn 62, you’ll have an important financial to decision to make in the context of retirement planning —…

Drew Wood | May 30, 2026 at 7:13 AM EDT

A Million Dollar Dividend Portfolio Engineered to Pay $58,000 a Year in Mostly Tax Advantaged Income

A blended 5.8% yield on a $1 million portfolio generates roughly $58,000 in annual income, enough to cover a significant…

Drew Wood | May 30, 2026 at 7:08 AM EDT

What Retirement Really Looks Like at 65 With $2.7 Million and a Vineyard That Costs $48,000 a Year to Run

The wine-country retirement fantasy looks beautiful in the brochure: twelve acres in Sonoma, a private label carrying the family name,…

Michael Williams | May 30, 2026 at 6:15 AM EDT

One Big Beautiful Bill Just Changed the Equation for Families Funding Pilot Licenses From 529 Plans

A parent with a six-figure 529 balance and a child eyeing the cockpit now has a real option that did…

Drew Wood | May 30, 2026 at 6:04 AM EDT

What a Stress-Free Retirement in Panama Actually Costs (and the Hidden Stress to Avoid)

Panama has become one of the most popular retirement destinations for Americans living overseas, regularly appearing near the top of…

Drew Wood | May 30, 2026 at 5:50 AM EDT

A $325,000 REIT Portfolio That Pays You Rent Without Owning a Single Property

Owning rental property promises income but delivers tenants, maintenance calls, vacancies, and property tax surprises. A diversified slice of public…

Drew Wood | May 30, 2026 at 5:04 AM EDT

What Retirement Really Looks Like at 71 With $1.9 Million and a Husband Just Diagnosed With Early-Stage Dementia

A 71-year-old couple has $1.9 million in retirement savings, a paid-off home, good overall health, and a stable retirement routine.…

Carl Sullivan | May 29, 2026 at 5:32 PM EDT

62-Year-Old Retiree’s $2.4M Portfolio Could Drop to $1.1M by 80 in the Wrong Market

A 62-year-old single retiree just walked away from work with a $2.4 million portfolio split between 60% stocks and 40%…

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Personal Finance Articles

All Personal Finance Articles

A 64-Year-Old Single Restaurant Owner Selling for $1.2 Million Cash Discovers a 1031 Won’t Help Him But This Strategy Will

The $450,000 Debt Trap That Costs Dentists $1 Million in Forgone Income

The Two Bucket Income Portfolio That Pays $5,000 a Month Plus a Cash Reserve to Survive 2008 Style Drawdowns

Social Security’s Biggest Pay Raise in 4 Years is Just Around the Corner. But There’s a Catch.

Widows Lose $200,000 Over 20 Years When Husbands Claim Social Security at 62

Can You Retire in Sarasota on $5,500 a Month? Only If These 3 Things Are True.

The $253,000 Mistake Suze Orman Says Investors Make When Hiring a Friend’s Financial Advisor

Dave Ramsey’s Social Security Advice Falls Apart for the Average $2,000 a Month Retiree

A Million Dollar Dividend Portfolio Engineered to Pay $58,000 a Year in Mostly Tax Advantaged Income

What Retirement Really Looks Like at 65 With $2.7 Million and a Vineyard That Costs $48,000 a Year to Run

One Big Beautiful Bill Just Changed the Equation for Families Funding Pilot Licenses From 529 Plans

What a Stress-Free Retirement in Panama Actually Costs (and the Hidden Stress to Avoid)

A $325,000 REIT Portfolio That Pays You Rent Without Owning a Single Property

What Retirement Really Looks Like at 71 With $1.9 Million and a Husband Just Diagnosed With Early-Stage Dementia

62-Year-Old Retiree’s $2.4M Portfolio Could Drop to $1.1M by 80 in the Wrong Market

The Six-Month Medicare Lookback That Costs a 66-Year-Old HSA Holder $7,800 in Excess Contributions Penalties She Didn’t See Coming

USD Implodes 17% And June 8th Could Be Worse

Retired Postal Office Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

The Six-Month Medicare Lookback That Costs a 66-Year-Old HSA Holder $7,800 in Excess Contributions Penalties She Didn't See Coming

Retired Postal Office Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

The Six-Month Medicare Lookback That Costs a 66-Year-Old HSA Holder $7,800 in Excess Contributions Penalties She Didn’t See Coming

USD Implodes 17% And June 8th Could Be Worse

Personal Finance Articles

All Personal Finance Articles

A 64-Year-Old Single Restaurant Owner Selling for $1.2 Million Cash Discovers a 1031 Won’t Help Him But This Strategy Will

The $450,000 Debt Trap That Costs Dentists $1 Million in Forgone Income

The Two Bucket Income Portfolio That Pays $5,000 a Month Plus a Cash Reserve to Survive 2008 Style Drawdowns

Social Security’s Biggest Pay Raise in 4 Years is Just Around the Corner. But There’s a Catch.

Widows Lose $200,000 Over 20 Years When Husbands Claim Social Security at 62

Can You Retire in Sarasota on $5,500 a Month? Only If These 3 Things Are True.

The $253,000 Mistake Suze Orman Says Investors Make When Hiring a Friend’s Financial Advisor

Dave Ramsey’s Social Security Advice Falls Apart for the Average $2,000 a Month Retiree

A Million Dollar Dividend Portfolio Engineered to Pay $58,000 a Year in Mostly Tax Advantaged Income

What Retirement Really Looks Like at 65 With $2.7 Million and a Vineyard That Costs $48,000 a Year to Run

One Big Beautiful Bill Just Changed the Equation for Families Funding Pilot Licenses From 529 Plans

What a Stress-Free Retirement in Panama Actually Costs (and the Hidden Stress to Avoid)

A $325,000 REIT Portfolio That Pays You Rent Without Owning a Single Property

What Retirement Really Looks Like at 71 With $1.9 Million and a Husband Just Diagnosed With Early-Stage Dementia

62-Year-Old Retiree’s $2.4M Portfolio Could Drop to $1.1M by 80 in the Wrong Market

The Six-Month Medicare Lookback That Costs a 66-Year-Old HSA Holder $7,800 in Excess Contributions Penalties She Didn’t See Coming

USD Implodes 17% And June 8th Could Be Worse

Retired Postal Office Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

Featured Reads

The Six-Month Medicare Lookback That Costs a 66-Year-Old HSA Holder $7,800 in Excess Contributions Penalties She Didn't See Coming

Retired Postal Office Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise