Personal Finance Articles

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4607 Articles

Michael Williams | May 31, 2026 at 10:10 AM EDT

Social Security Retirees Face a New Tax Cliff in 2026. Most Americans Missed It

A 68-year-old retired teacher in Ohio got her full Social Security check this spring after the Windfall Elimination Provision was…

Jeremy Phillips | May 31, 2026 at 9:35 AM EDT

Suze Orman Shows the Exact Steps on a $1.6 Million Roth Conversion to Shrink Future RMDs

Most retirees with seven-figure 401(k) balances never run the math on what their Required Minimum Distributions will look like at…

Drew Wood | May 31, 2026 at 9:30 AM EDT

Retiring at 62 With $2.6 Million Means Quietly Funding $24,000 of Adult-Son Health Insurance Until He Hits 26

You spent decades saving to walk away from work. You hit the number: $2.6 million across retirement accounts and a…

Michael Williams | May 31, 2026 at 8:45 AM EDT

The Hidden Cost of Large IRA Withdrawals: How $50,000 Can Cost You $6,200 in Taxes

The Moment Many Retirees Don’t See Coming A 70-year-old living on $30,000 in Social Security has been getting by on…

Jeremy Phillips | May 31, 2026 at 8:26 AM EDT

S&P 500 Dividend Yield Hits 1.08%. The Lowest Payout Rate Since the 1800s Is a Retirement Red Flag.

The S&P 500 dividend yield has fallen to 1.08%, a level the index has not seen since the 1800s. For…

Ian Cooper | May 31, 2026 at 8:25 AM EDT

The Quiet $32,000 Cost of Skipping the Medigap Open Enrollment Window at 65

Turning 65 comes with a quiet deadline most people never hear about until it has passed. The six-month window that…

Ian Cooper | May 31, 2026 at 8:20 AM EDT

How Corporate Executives With $7 Million 401(k)s Stay Under the Top Tax Bracket in Retirement

A retired executive sitting on $7 million across a traditional 401(k), a Roth 401(k), and a taxable brokerage has a…

Drew Wood | May 31, 2026 at 7:24 AM EDT

A 67-Year-Old Widow With $1.6 Million Discovers Her Late Husband’s IRA Will Cost Her Over $100,000 in Avoidable Tax Through Retirement

A reader writes in: her husband passed away last year at age 70, leaving behind a $740,000 traditional IRA. She…

Gerelyn Terzo | May 31, 2026 at 7:23 AM EDT

Why a Single Self-Employed 62-Year-Old Should Claim Social Security at FRA, Not 70

Picture a 62-year-old consultant who works alone, bills clients directly, and pulls in around $90,000 in net self-employment income most…

Carl Sullivan | May 31, 2026 at 6:52 AM EDT

A $600,000 Annuity Pays $3,700 a Month for Life. What About Your Spouse?

A 65-year-old retiree walks into a meeting with $600,000 in an IRA and walks out with a pitch. Hand it…

Michael Williams | May 31, 2026 at 6:30 AM EDT

How $500,000 in Life Insurance Can Earn $18,000 to $19,000 Annually While You Grieve and Decide

Two weeks after her 52-year-old husband died unexpectedly, a 54-year-old woman called Suze Orman’s podcast with the question hundreds of…

Michael Williams | May 31, 2026 at 6:20 AM EDT

Social Security Gets Taxed When Dividends Cross This Threshold. Most Retirees Miss It

When a Comfortable Dividend Stream Turns Into a Tax Surprise Picture a single retiree drawing $30,000 a year in Social…

Drew Wood | May 31, 2026 at 5:19 AM EDT

A 58-Year-Old Divorcée With $1.4 Million From a QDRO Discovers She Cannot Roll It Until She Resolves a 15-Year-Old Court Order

A 58-year-old woman who divorced in 2010 walks into retirement planning with what looks like a straightforward task. Her ex-husband’s…

David Beren | May 30, 2026 at 2:32 PM EDT

Locked Into a Lower Social Security Benefit? The 12-Month Fix You Need to Know

A reader recently described a situation that comes up more often than people realize. She lost her job at 62,…

David Beren | May 30, 2026 at 12:31 PM EDT

The Charitable Remainder Trust Strategy That Lets a 68-Year-Old Sell a $2.4 Million Concentrated Stock Position Without Triggering a $480,000 Tax Bill

A 68-year-old retired executive sits on $2.4 million of a single stock, likely shares from a long-ago IPO or decades…

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Personal Finance Articles

All Personal Finance Articles

Social Security Retirees Face a New Tax Cliff in 2026. Most Americans Missed It

Suze Orman Shows the Exact Steps on a $1.6 Million Roth Conversion to Shrink Future RMDs

Retiring at 62 With $2.6 Million Means Quietly Funding $24,000 of Adult-Son Health Insurance Until He Hits 26

The Hidden Cost of Large IRA Withdrawals: How $50,000 Can Cost You $6,200 in Taxes

S&P 500 Dividend Yield Hits 1.08%. The Lowest Payout Rate Since the 1800s Is a Retirement Red Flag.

The Quiet $32,000 Cost of Skipping the Medigap Open Enrollment Window at 65

How Corporate Executives With $7 Million 401(k)s Stay Under the Top Tax Bracket in Retirement

A 67-Year-Old Widow With $1.6 Million Discovers Her Late Husband’s IRA Will Cost Her Over $100,000 in Avoidable Tax Through Retirement

Why a Single Self-Employed 62-Year-Old Should Claim Social Security at FRA, Not 70

A $600,000 Annuity Pays $3,700 a Month for Life. What About Your Spouse?

How $500,000 in Life Insurance Can Earn $18,000 to $19,000 Annually While You Grieve and Decide

Social Security Gets Taxed When Dividends Cross This Threshold. Most Retirees Miss It

A 58-Year-Old Divorcée With $1.4 Million From a QDRO Discovers She Cannot Roll It Until She Resolves a 15-Year-Old Court Order

Locked Into a Lower Social Security Benefit? The 12-Month Fix You Need to Know

The Charitable Remainder Trust Strategy That Lets a 68-Year-Old Sell a $2.4 Million Concentrated Stock Position Without Triggering a $480,000 Tax Bill

Top Wall Street Strategist: AI ‘Reality Check’ Is Coming as Bond Market Flashes Warning Signs

Four REITs Fund 45% of This Income ETF’s Distributions Right Now

Nvidia CEO Jensen Huang Says AI Job Losses Are Complete Nonsense. He’s Betting on a Hiring Surge Instead.

The Social Security Switch Most Widows Never Make: How to Gain $5,856 Yearly Income

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

The Social Security Switch Most Widows Never Make: How to Gain $5,856 Yearly Income

Top Wall Street Strategist: AI ‘Reality Check’ Is Coming as Bond Market Flashes Warning Signs

Personal Finance Articles

All Personal Finance Articles

Social Security Retirees Face a New Tax Cliff in 2026. Most Americans Missed It

Suze Orman Shows the Exact Steps on a $1.6 Million Roth Conversion to Shrink Future RMDs

Retiring at 62 With $2.6 Million Means Quietly Funding $24,000 of Adult-Son Health Insurance Until He Hits 26

The Hidden Cost of Large IRA Withdrawals: How $50,000 Can Cost You $6,200 in Taxes

S&P 500 Dividend Yield Hits 1.08%. The Lowest Payout Rate Since the 1800s Is a Retirement Red Flag.

The Quiet $32,000 Cost of Skipping the Medigap Open Enrollment Window at 65

How Corporate Executives With $7 Million 401(k)s Stay Under the Top Tax Bracket in Retirement

A 67-Year-Old Widow With $1.6 Million Discovers Her Late Husband’s IRA Will Cost Her Over $100,000 in Avoidable Tax Through Retirement

Why a Single Self-Employed 62-Year-Old Should Claim Social Security at FRA, Not 70

A $600,000 Annuity Pays $3,700 a Month for Life. What About Your Spouse?

How $500,000 in Life Insurance Can Earn $18,000 to $19,000 Annually While You Grieve and Decide

Social Security Gets Taxed When Dividends Cross This Threshold. Most Retirees Miss It

A 58-Year-Old Divorcée With $1.4 Million From a QDRO Discovers She Cannot Roll It Until She Resolves a 15-Year-Old Court Order

Locked Into a Lower Social Security Benefit? The 12-Month Fix You Need to Know

The Charitable Remainder Trust Strategy That Lets a 68-Year-Old Sell a $2.4 Million Concentrated Stock Position Without Triggering a $480,000 Tax Bill

Top Wall Street Strategist: AI ‘Reality Check’ Is Coming as Bond Market Flashes Warning Signs

Four REITs Fund 45% of This Income ETF’s Distributions Right Now

Nvidia CEO Jensen Huang Says AI Job Losses Are Complete Nonsense. He’s Betting on a Hiring Surge Instead.

Featured Reads

The Social Security Switch Most Widows Never Make: How to Gain $5,856 Yearly Income

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