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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…

Maurie Backman | May 30, 2026 at 11:29 AM EDT

Retirees Are Furious That Their COLA Can’t Keep Up With Soaring Healthcare Costs

Social Security plays a big role in many people’s retirement. Without those benefits, a lot of seniors would not be…

David Beren | May 30, 2026 at 11:23 AM EDT

What Happens to a $4.2 Million Estate When the Older Spouse Dies First vs. Second, and Why the Order Determines a $700,000 Tax Gap

A 73-year-old husband and 70-year-old wife sitting on $4.2 million in retirement and brokerage assets generally assume the federal estate…

Drew Wood | May 30, 2026 at 11:21 AM EDT

Tax Aware Dividend Stacking: How a $750,000 Roth Portfolio Pays $42,000 Federally Tax Free

A 65 year old retiree sitting on $750,000 inside a Roth IRA can engineer roughly $42,000 of annual dividend income…

Austin Smith | May 30, 2026 at 11:00 AM EDT

The $200,000 Social Security Mistake Couples Make at 64 Without Realizing It

The Decision Sitting on the Kitchen Table You are both 64. One of you earned more over a long career,…

David Beren | May 30, 2026 at 10:27 AM EDT

The Cash Balance Plan a 58-Year-Old Solo Consultant Is Using to Shelter $312,000 a Year From Federal Tax

A 58-year-old strategy consultant working solo, with 2025 net Schedule C income of $480,000, has already filled the obvious retirement…

Carl Sullivan | May 30, 2026 at 10:27 AM EDT

73-Year-Old Widow With $2.1M Discovers Husband’s IRA Beneficiary Election Triggered a $96K Tax Bill

Margaret is 73. Her husband died in March, and six months later, her CPA delivered some bad news. A single…

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Personal Finance Articles

All Personal Finance Articles

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

Retirees Are Furious That Their COLA Can’t Keep Up With Soaring Healthcare Costs

What Happens to a $4.2 Million Estate When the Older Spouse Dies First vs. Second, and Why the Order Determines a $700,000 Tax Gap

Tax Aware Dividend Stacking: How a $750,000 Roth Portfolio Pays $42,000 Federally Tax Free

The $200,000 Social Security Mistake Couples Make at 64 Without Realizing It

The Cash Balance Plan a 58-Year-Old Solo Consultant Is Using to Shelter $312,000 a Year From Federal Tax

73-Year-Old Widow With $2.1M Discovers Husband’s IRA Beneficiary Election Triggered a $96K Tax Bill

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PFFA’s 9.9% Yield Hides A Leverage And Call Risk Problem

This Stock is My Biggest Bet For 2026

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The Average Retiree Household Spends $65,354 a Year. Social Security Covers About Half. Here's What Covers the Rest.

His T-Bills Now Pay More Than His Old Salary. Only One Kind of Income Can Shrink His Social Security Check.

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Personal Finance Articles

All Personal Finance Articles

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

Retirees Are Furious That Their COLA Can’t Keep Up With Soaring Healthcare Costs

What Happens to a $4.2 Million Estate When the Older Spouse Dies First vs. Second, and Why the Order Determines a $700,000 Tax Gap

Tax Aware Dividend Stacking: How a $750,000 Roth Portfolio Pays $42,000 Federally Tax Free

The $200,000 Social Security Mistake Couples Make at 64 Without Realizing It

The Cash Balance Plan a 58-Year-Old Solo Consultant Is Using to Shelter $312,000 a Year From Federal Tax

73-Year-Old Widow With $2.1M Discovers Husband’s IRA Beneficiary Election Triggered a $96K Tax Bill

Live Nasdaq Composite: Tech Stocks Retreat on Geopolitical Tensions, Oil Climbs Higher

PFFA’s 9.9% Yield Hides A Leverage And Call Risk Problem

This Stock is My Biggest Bet For 2026

Why I Won’t Buy A Rivian

Featured Reads

The Average Retiree Household Spends $65,354 a Year. Social Security Covers About Half. Here's What Covers the Rest.

His T-Bills Now Pay More Than His Old Salary. Only One Kind of Income Can Shrink His Social Security Check.