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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…

Drew Wood | May 30, 2026 at 11:45 AM EDT

A 71-Year-Old Retired Federal Employee With $890,000 in a TSP Discovers His Pension Quietly Disqualified Him for the IRMAA Hold-Harmless Rule

A retired GS-13 with a solid FERS pension, a well-funded Thrift Savings Plan, and steady Social Security income would seem…

Michael Williams | May 30, 2026 at 11:30 AM EDT

The $2,076 Monthly Benefit Most Divorced Women Over 62 Never Claim From Social Security

Picture this: you are 65, divorced for years, and quietly worried that your Social Security check will not stretch far…

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Personal Finance Articles

All Personal Finance Articles

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

A 71-Year-Old Retired Federal Employee With $890,000 in a TSP Discovers His Pension Quietly Disqualified Him for the IRMAA Hold-Harmless Rule

The $2,076 Monthly Benefit Most Divorced Women Over 62 Never Claim From Social Security

Prediction: Pfizer Stock Will Double on This Date

SMH ETF Investors: Watch Hyperscaler Capex Guidance at July Earnings Calls

The Average American Has Worked for 6 Employers and 23% Still Have Multiple Old Retirement Accounts, Fidelity’s 2026 Study Finds

The Average American Has Worked for 6 Employers and 23% Still Have Multiple Old Retirement Accounts, Fidelity's 2026 Study Finds

Fidelity's 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans

Prediction: Pfizer Stock Will Double on This Date

SMH ETF Investors: Watch Hyperscaler Capex Guidance at July Earnings Calls

Personal Finance Articles

All Personal Finance Articles

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

A 71-Year-Old Retired Federal Employee With $890,000 in a TSP Discovers His Pension Quietly Disqualified Him for the IRMAA Hold-Harmless Rule

The $2,076 Monthly Benefit Most Divorced Women Over 62 Never Claim From Social Security

Prediction: Pfizer Stock Will Double on This Date

SMH ETF Investors: Watch Hyperscaler Capex Guidance at July Earnings Calls

The Average American Has Worked for 6 Employers and 23% Still Have Multiple Old Retirement Accounts, Fidelity’s 2026 Study Finds

Featured Reads

The Average American Has Worked for 6 Employers and 23% Still Have Multiple Old Retirement Accounts, Fidelity's 2026 Study Finds

Fidelity's 2026 Study: 76% of Boomers Are Counting on Social Security While Younger Generations Lean on Workplace Plans