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4606 Articles

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,…

David Beren | May 25, 2026 at 12:53 PM EDT

Jessica Anderson on CNBC: Why 50 Million Uncovered Workers Can Finally Claim an Edge

On CNBC this week, Jessica Anderson, president of Sentinel Action Fund and spokesperson for Save Match Grow, made the case…

Marc Guberti | May 25, 2026 at 12:21 PM EDT

The 5 Year Roth Conversion Ladder a 52 Year Old Can Use to Access $40,000 a Year of Retirement Funds Penalty Free at 57

A 52-year-old with $1.5 million in a traditional 401(k) and a goal to retire at 57 faces a five-year gap.…

Joel South | May 25, 2026 at 12:01 PM EDT

40% of People Earning Over $500,000 Live Paycheck to Paycheck

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

David Beren | May 25, 2026 at 11:34 AM EDT

The 5-Day Trap: How Missing Less Than a Week Wiped Out $154,000

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

Drew Wood | May 25, 2026 at 11:19 AM EDT

What a $1 Million Dividend Portfolio Actually Pays After Federal AND State Taxes in California

A California retiree with a $1 million dividend portfolio earning a 5% blended yield grosses $50,000 in annual income. After…

Joel South | May 25, 2026 at 11:05 AM EDT

S&P 500 Dividends Just Hit an All-Time Low Going Back to the 1800s — Here’s What Retirees Need to Know

The host of Retire SMART Podcast opened Episode 416 with a number that should stop every income-focused retiree in their…

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Personal Finance Articles

All Personal Finance Articles

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

Jessica Anderson on CNBC: Why 50 Million Uncovered Workers Can Finally Claim an Edge

The 5 Year Roth Conversion Ladder a 52 Year Old Can Use to Access $40,000 a Year of Retirement Funds Penalty Free at 57

40% of People Earning Over $500,000 Live Paycheck to Paycheck

The 5-Day Trap: How Missing Less Than a Week Wiped Out $154,000

What a $1 Million Dividend Portfolio Actually Pays After Federal AND State Taxes in California

S&P 500 Dividends Just Hit an All-Time Low Going Back to the 1800s — Here’s What Retirees Need to Know

This $750,000 Municipal Bond Sleeve Pays a High-Earner Couple $33,000 a Year of Federal-Tax-Free Income

Avoid Zillow: This Infrastructure Redirect Is a “No-Brainer” Buy as the Housing Market Stalls

History Says This Unstoppable Dow Juggernaut Is a No-Brainer Buy Right Now

This $750,000 Municipal Bond Sleeve Pays a High-Earner Couple $33,000 a Year of Federal-Tax-Free Income

The $1,847 Monthly Survivor Benefit Most Widows Leave on the Table by Filing at the Wrong Age

This $750,000 Municipal Bond Sleeve Pays a High-Earner Couple $33,000 a Year of Federal-Tax-Free Income

Avoid Zillow: This Infrastructure Redirect Is a “No-Brainer” Buy as the Housing Market Stalls

Personal Finance Articles

All Personal Finance Articles

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

Jessica Anderson on CNBC: Why 50 Million Uncovered Workers Can Finally Claim an Edge

The 5 Year Roth Conversion Ladder a 52 Year Old Can Use to Access $40,000 a Year of Retirement Funds Penalty Free at 57

40% of People Earning Over $500,000 Live Paycheck to Paycheck

The 5-Day Trap: How Missing Less Than a Week Wiped Out $154,000

What a $1 Million Dividend Portfolio Actually Pays After Federal AND State Taxes in California

S&P 500 Dividends Just Hit an All-Time Low Going Back to the 1800s — Here’s What Retirees Need to Know

This $750,000 Municipal Bond Sleeve Pays a High-Earner Couple $33,000 a Year of Federal-Tax-Free Income

Avoid Zillow: This Infrastructure Redirect Is a “No-Brainer” Buy as the Housing Market Stalls

History Says This Unstoppable Dow Juggernaut Is a No-Brainer Buy Right Now

Featured Reads

This $750,000 Municipal Bond Sleeve Pays a High-Earner Couple $33,000 a Year of Federal-Tax-Free Income

The $1,847 Monthly Survivor Benefit Most Widows Leave on the Table by Filing at the Wrong Age