Social Security Articles

All Social Security Articles

99 Articles

Gerelyn Terzo | Jun 9, 2026 at 11:58 AM EDT

I’m 65 and Widowed. Switching My Social Security Out of Fear Could Shrink My Check 8% a Year for Life

A 65-year-old widow lost her husband in 2014. Health problems pushed her to claim a reduced survivor benefit at 60,…

Maurie Backman | Jun 9, 2026 at 6:18 AM EDT

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

If Social Security is a big source of retirement income for you, you may be hoping for a larger…

Gerelyn Terzo | Jun 8, 2026 at 4:19 PM EDT

The RMD Trap: How a Single $95,000 Withdrawal Blindsided a 73-Year-Old’s Medicare Costs

Why a Routine Withdrawal Casts a Long Shadow Tom is 73, single, on Medicare, and lives in the kind of…

Gerelyn Terzo | Jun 8, 2026 at 3:45 PM EDT

The Roth Conversion That Added $999.60 to a Retiree’s Medicare Bill…Two Years Later

Mary did everything the retirement books told her to do. At 68, already on Medicare and watching her traditional IRA…

Gerelyn Terzo | Jun 8, 2026 at 11:26 AM EDT

The Medicare Lookback Clause That Turned a $552,000 Real Estate Gain Into a $5,880 Bill

A 67-year-old retiree closes on the house she bought in 1998, deposits a life-changing check, and feels like she finally…

Gerelyn Terzo | Jun 7, 2026 at 5:00 PM EDT

The Divorced Spouse Strategy That Adds $14,400 a Year for a 66-Year-Old Whose Ex Is Still Alive

A 66-year-old woman was married for 14 years, divorced nearly two decades ago, and never remarried. Her career after the…

Carl Sullivan | Jun 7, 2026 at 1:12 PM EDT

Retired Postal Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

The Civil Service Retirement System (CSRS) pension provides a reliable paycheck every month. So a retired United States Postal Service…

Christy Bieber | Jun 7, 2026 at 11:40 AM EDT

Three Unexpected Reasons Your Social Security Check Could Quietly Get Smaller

It’s important to try to get an estimate of your monthly Social Security benefits before you retire. That way,…

Maurie Backman | Jun 7, 2026 at 11:15 AM EDT

The Social Security Trap That Quietly Pulls New Retirees Into Claiming Too Early

If there’s one financial decision that’s likely to carry a lot of weight throughout your retirement, it’s your Social…

Gerelyn Terzo | Jun 7, 2026 at 7:30 AM EDT

Why a 65-Year-Old With $2 Million Should Claim Social Security at 62, Not 70

Picture a 65-year-old who just retired with a spouse, no pension, and roughly $2 million in a 60/40 portfolio. The…

Gerelyn Terzo | Jun 7, 2026 at 7:11 AM EDT

Social Security’s Tax Torpedo: How a Single IRA Withdrawal Can Trigger an Unexpected 22% Marginal Rate

A single retiree in her late 60s draws roughly $30,000 a year from Social Security, has $720,000 sitting in a…

Gerelyn Terzo | Jun 6, 2026 at 4:36 PM EDT

How a 73-Year-Old’s First RMD Suddenly Pushed Her Effective Tax Rate to 40 Percent

The Situation Most Retirees Don’t See Coming A single 73-year-old retiree collects $30,000 a year from Social Security, holds $980,000…

Gerelyn Terzo | Jun 6, 2026 at 4:00 PM EDT

The $400,000 Survivor Benefit Decision Every Widow Has Just 12 Months to Make

A 68-year-old woman buries her husband on a Tuesday. By Friday, the funeral home has filed paperwork with Social Security…

Rich Duprey | Jun 6, 2026 at 10:43 AM EDT

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

For months, retirees and investors have been watching inflation data for clues about the size of Social Security’s next cost-of-living…

Maurie Backman | Jun 6, 2026 at 9:20 AM EDT

New Fed Chair Kevin Warsh Faces Trump Demand That Could Impact Social Security

President Trump is someone who isn’t afraid of conflict. He’s clashed with a number of major players in the political…

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Social Security Articles

All Social Security Articles

I’m 65 and Widowed. Switching My Social Security Out of Fear Could Shrink My Check 8% a Year for Life

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

The RMD Trap: How a Single $95,000 Withdrawal Blindsided a 73-Year-Old’s Medicare Costs

The Roth Conversion That Added $999.60 to a Retiree’s Medicare Bill…Two Years Later

The Medicare Lookback Clause That Turned a $552,000 Real Estate Gain Into a $5,880 Bill

The Divorced Spouse Strategy That Adds $14,400 a Year for a 66-Year-Old Whose Ex Is Still Alive

Retired Postal Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

Three Unexpected Reasons Your Social Security Check Could Quietly Get Smaller

The Social Security Trap That Quietly Pulls New Retirees Into Claiming Too Early

Why a 65-Year-Old With $2 Million Should Claim Social Security at 62, Not 70

Social Security’s Tax Torpedo: How a Single IRA Withdrawal Can Trigger an Unexpected 22% Marginal Rate

How a 73-Year-Old’s First RMD Suddenly Pushed Her Effective Tax Rate to 40 Percent

The $400,000 Survivor Benefit Decision Every Widow Has Just 12 Months to Make

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

New Fed Chair Kevin Warsh Faces Trump Demand That Could Impact Social Security

“I Need to Pay Off the Mafia, So I’ll Go Borrow From the Cartel”: Dave Ramsey to a Caller Wanting a HELOC for Amex Debt and a New Car

The Real Cost of Retiring on Amelia Island, Florida, at 65 on $970,000 Stress Free

Here’s How You Can Retire to The Villages, Florida, at 62 on $3,000 a Month Stress Free

"I Need to Pay Off the Mafia, So I'll Go Borrow From the Cartel": Dave Ramsey to a Caller Wanting a HELOC for Amex Debt and a New Car

The Real Cost of Retiring on Amelia Island, Florida, at 65 on $970,000 Stress Free

“I Need to Pay Off the Mafia, So I’ll Go Borrow From the Cartel”: Dave Ramsey to a Caller Wanting a HELOC for Amex Debt and a New Car

The Real Cost of Retiring on Amelia Island, Florida, at 65 on $970,000 Stress Free

Social Security Articles

All Social Security Articles

I’m 65 and Widowed. Switching My Social Security Out of Fear Could Shrink My Check 8% a Year for Life

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

The RMD Trap: How a Single $95,000 Withdrawal Blindsided a 73-Year-Old’s Medicare Costs

The Roth Conversion That Added $999.60 to a Retiree’s Medicare Bill…Two Years Later

The Medicare Lookback Clause That Turned a $552,000 Real Estate Gain Into a $5,880 Bill

The Divorced Spouse Strategy That Adds $14,400 a Year for a 66-Year-Old Whose Ex Is Still Alive

Retired Postal Worker With $720,000 Discovers His Pension Just Triggered an IRMAA Surprise

Three Unexpected Reasons Your Social Security Check Could Quietly Get Smaller

The Social Security Trap That Quietly Pulls New Retirees Into Claiming Too Early

Why a 65-Year-Old With $2 Million Should Claim Social Security at 62, Not 70

Social Security’s Tax Torpedo: How a Single IRA Withdrawal Can Trigger an Unexpected 22% Marginal Rate

How a 73-Year-Old’s First RMD Suddenly Pushed Her Effective Tax Rate to 40 Percent

The $400,000 Survivor Benefit Decision Every Widow Has Just 12 Months to Make

Social Security’s $68 Billion Giveaway Just Ran into a Brick Wall

New Fed Chair Kevin Warsh Faces Trump Demand That Could Impact Social Security

“I Need to Pay Off the Mafia, So I’ll Go Borrow From the Cartel”: Dave Ramsey to a Caller Wanting a HELOC for Amex Debt and a New Car

The Real Cost of Retiring on Amelia Island, Florida, at 65 on $970,000 Stress Free

Here’s How You Can Retire to The Villages, Florida, at 62 on $3,000 a Month Stress Free

Featured Reads

"I Need to Pay Off the Mafia, So I'll Go Borrow From the Cartel": Dave Ramsey to a Caller Wanting a HELOC for Amex Debt and a New Car

The Real Cost of Retiring on Amelia Island, Florida, at 65 on $970,000 Stress Free