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4643 Articles

Danielle Liverance | May 26, 2026 at 7:52 PM EDT

Family of Five Drowning in $85,000 Debt Gets Dave Ramsey’s Team to Chart a 3-to-4-Year Escape Plan

When RJ called The Ramsey Show with his wife, he laid out a situation that looks crushing on paper: three…

Danielle Liverance | May 26, 2026 at 7:07 PM EDT

The $1 Million Question Dave Ramsey Gets Wrong About Early Retirement

James, a 33-year-old caller on The Ramsey Show, told Dave Ramsey he had just crossed seven figures and wanted to…

Danielle Liverance | May 26, 2026 at 7:06 PM EDT

We’re Truck Drivers Expecting a Baby With $9K in Credit Card Debt: Are We Stuck?

“You need like the greasy food to keep you up, to keep you driving.” That is how Angie, a long-haul…

Carl Sullivan | May 26, 2026 at 5:52 PM EDT

Can You Retire at 63 With $1.6M? Expect to Cover a $57,000 Bridge Before Medicare Eligibility

You and your spouse are both 63. Combined retirement assets sit near $1.6 million. You want to stop working in…

Drew Wood | May 26, 2026 at 11:51 AM EDT

A $275,000 Portfolio That Pays More Than the Average Social Security Check

The average retired worker collected roughly $2,071 a month from Social Security in 2026, the result of a 2.8% cost-of-living…

Austin Smith | May 26, 2026 at 10:25 AM EDT

Dave Ramsey’s Blunt Warning to Aging Americans: Your Spouse’s Resistance Could Cost You Retirement

On the May 19, 2026 episode of The Ramsey Show, a 53-year-old warehouse manager called in with a wife who…

Ian Cooper | May 26, 2026 at 9:39 AM EDT

3 Reasons Retirees Should Reconsider Enrolling in a Standalone Medicare Drug Plan in 2026

You turn 65, sign up for Medicare, and a wall of mail arrives pushing standalone Part D drug plans. The…

Drew Wood | May 26, 2026 at 9:32 AM EDT

Inflation Adjusted Dividend Income: How to Replace $80,000 in Today’s Dollars 20 Years From Now

A 50-year-old woman planning to retire at 70 on the equivalent of $80,000 in today’s purchasing power is actually targeting a…

Carl Sullivan | May 26, 2026 at 8:27 AM EDT

Can You Retire at 60 With $900,000? Don’t Forget Health Insurance Costs

You are 60, single, and have $900,000 saved. You want to stop working in 2026. The 401(k) math looks fine.…

Drew Wood | May 26, 2026 at 7:30 AM EDT

How $450,000 Can Deliver a $27,000 Paycheck Without Working a Day

A $450,000 portfolio generating a 6% blended yield produces about $27,000 per year in income. For many early retirees between…

Joel South | May 26, 2026 at 7:02 AM EDT

Waiting Just 10 Years to Invest Costs You $1.1 Million

On a recent episode of The Money Guy Show titled “Even Smart People Make These Massive Money Mistakes,” co-host Bo…

Carl Sullivan | May 26, 2026 at 7:00 AM EDT

$500K Annuity Guarantees $2,950 a Month for Life, But What Are You Giving Up?

A 65-year-old with $500,000 sitting in an IRA walks into a meeting with an insurance agent and hears a pitch…

Drew Wood | May 26, 2026 at 5:19 AM EDT

A 61-Year-Old With $1.6 Million Can Walk Away by January 2027 If Two Specific Numbers Stay in Line

Here is the setup defining her January 2027 retirement date: a 61-year-old single woman with $1.6 million spread across a…

Marc Guberti | May 25, 2026 at 11:21 PM EDT

How a 401(k) Balance Over $900,000 Quietly Pushes 85 Percent of Social Security Into the Taxable Income Column

The retiree is 70, single, sitting on $900,000 in a traditional 401(k), pulling $50,000 a year from it, and collecting…

Marc Guberti | May 25, 2026 at 5:21 PM EDT

A 58 Year Old With $2.2 Million in a 401(k) Has Five Years to Execute the Roth Conversion That Saves $315,000 in Lifetime Taxes

The scenario lands in a lot of inboxes. A 58 year old engineer or executive, household income north of $300,000,…

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Personal Finance Articles

All Personal Finance Articles

Family of Five Drowning in $85,000 Debt Gets Dave Ramsey’s Team to Chart a 3-to-4-Year Escape Plan

The $1 Million Question Dave Ramsey Gets Wrong About Early Retirement

We’re Truck Drivers Expecting a Baby With $9K in Credit Card Debt: Are We Stuck?

Can You Retire at 63 With $1.6M? Expect to Cover a $57,000 Bridge Before Medicare Eligibility

A $275,000 Portfolio That Pays More Than the Average Social Security Check

Dave Ramsey’s Blunt Warning to Aging Americans: Your Spouse’s Resistance Could Cost You Retirement

3 Reasons Retirees Should Reconsider Enrolling in a Standalone Medicare Drug Plan in 2026

Inflation Adjusted Dividend Income: How to Replace $80,000 in Today’s Dollars 20 Years From Now

Can You Retire at 60 With $900,000? Don’t Forget Health Insurance Costs

How $450,000 Can Deliver a $27,000 Paycheck Without Working a Day

Waiting Just 10 Years to Invest Costs You $1.1 Million

$500K Annuity Guarantees $2,950 a Month for Life, But What Are You Giving Up?

A 61-Year-Old With $1.6 Million Can Walk Away by January 2027 If Two Specific Numbers Stay in Line

How a 401(k) Balance Over $900,000 Quietly Pushes 85 Percent of Social Security Into the Taxable Income Column

A 58 Year Old With $2.2 Million in a 401(k) Has Five Years to Execute the Roth Conversion That Saves $315,000 in Lifetime Taxes

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

Family of Five Drowning in $85,000 Debt Gets Dave Ramsey’s Team to Chart a 3-to-4-Year Escape Plan

The $1 Million Question Dave Ramsey Gets Wrong About Early Retirement

We’re Truck Drivers Expecting a Baby With $9K in Credit Card Debt: Are We Stuck?

Can You Retire at 63 With $1.6M? Expect to Cover a $57,000 Bridge Before Medicare Eligibility

A $275,000 Portfolio That Pays More Than the Average Social Security Check

Dave Ramsey’s Blunt Warning to Aging Americans: Your Spouse’s Resistance Could Cost You Retirement

3 Reasons Retirees Should Reconsider Enrolling in a Standalone Medicare Drug Plan in 2026

Inflation Adjusted Dividend Income: How to Replace $80,000 in Today’s Dollars 20 Years From Now

Can You Retire at 60 With $900,000? Don’t Forget Health Insurance Costs

How $450,000 Can Deliver a $27,000 Paycheck Without Working a Day

Waiting Just 10 Years to Invest Costs You $1.1 Million

$500K Annuity Guarantees $2,950 a Month for Life, But What Are You Giving Up?

A 61-Year-Old With $1.6 Million Can Walk Away by January 2027 If Two Specific Numbers Stay in Line

How a 401(k) Balance Over $900,000 Quietly Pushes 85 Percent of Social Security Into the Taxable Income Column

A 58 Year Old With $2.2 Million in a 401(k) Has Five Years to Execute the Roth Conversion That Saves $315,000 in Lifetime Taxes

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