Social Security Articles

All Social Security Articles

396 Articles

Gerelyn Terzo | Jul 5, 2026 at 10:03 AM EDT

72-Year-Old Gives $20,000 to Charity Annually. A Subtler Tax Strategy Shields the Gift From the New 2026 Floor Entirely

Picture a 72-year-old who has spent decades supporting his church, a local food bank, and a scholarship fund. He writes…

Gerelyn Terzo | Jul 5, 2026 at 6:03 AM EDT

A Couple Kept Their Mortgage Because the Math Made Sense. They Overlooked What the Payment Does to the One Who Outlives the Other.

A couple in their early 70s runs the numbers one more time. Their mortgage rate is locked in near 3%,…

Gerelyn Terzo | Jul 4, 2026 at 2:03 PM EDT

A Couple Wants to Sell a Rental Without Setting Off a Medicare Surcharge. A 1031 Exchange or Installment Sale Can Spread the Gain.

The Sale That Raises Next Year’s Medicare Bill A married couple, both around 66 and on Medicare, owns a paid-off…

Gerelyn Terzo | Jul 4, 2026 at 10:04 AM EDT

A Market Slump Has a Hidden Upside for a 74-Year-Old: Next Year’s RMD Shrinks, and So Does Tax on Social Security.

A 74-year-old retiree pulled up his brokerage statement this spring and felt his stomach drop. His traditional IRA, drawn from…

Gerelyn Terzo | Jul 4, 2026 at 6:01 AM EDT

A Retired Couple Loaded Up on Tax-Free Municipal Bonds. In Their 70s, the Interest Still Taxes Their Social Security.

A married couple in their early 70s shifted their fixed-income money into municipal bonds for the simple pitch: tax-free interest,…

Gerelyn Terzo | Jul 3, 2026 at 2:02 PM EDT

A 73-Year-Old Feared Her RMD Would Drain Her IRA and Tax Her Social Security. The IRS Formula Is Built So It Won’t.

She turned 73 this year, and her IRA custodian’s letter arrived with weight. Her first required minimum distribution (RMD) is…

Gerelyn Terzo | Jul 3, 2026 at 10:02 AM EDT

He Inherited a Home Worth $450,000. The Step-Up in Basis Saved Him From a Six-Figure Tax Hit

A man in his late 60s inherits his late mother’s home. He has heard horror stories about retirees who sell…

Gerelyn Terzo | Jul 3, 2026 at 6:03 AM EDT

A Widow Plans to Sell the Home She Shared for 30 Years. A Step-Up in Basis Could Erase Most of the Taxable Gain.

She still calls it our house even though she has lived there alone for a couple of years now. The…

Gerelyn Terzo | Jul 2, 2026 at 2:02 PM EDT

She’s 63 and Ready for Social Security. Her Ex’s Age Just Changed Everything

She is 63, divorced after a long marriage, currently unmarried, and finally feels ready to turn on a Social Security…

Christy Bieber | Jul 2, 2026 at 11:53 AM EDT

How Social Security Retirees Could Accidentally Cost Themselves $487 A Month

When you are retired, you have to be careful about the money choices you make. Unfortunately, some of your financial…

Gerelyn Terzo | Jul 2, 2026 at 10:02 AM EDT

Multiple Ex-Wives Can Each Claim Social Security on the Same Man’s Record, and It Doesn’t Shrink Anyone’s Check

She is 67, was married for 27 years to a high earner, and watched him remarry. He still hasn’t filed…

Gerelyn Terzo | Jul 2, 2026 at 6:05 AM EDT

A 66-Year-Old Got 50/50 From One Advisor and 70/30 From Another. Counting Social Security as His “Bond” Reframes the Answer.

Two Advisors, Two Answers, One Missing Piece A 66-year-old sits down with two advisors in the same month and walks…

Christy Bieber | Jul 1, 2026 at 2:57 PM EDT

Up to 85% of Your Social Security Benefit Could Be Taxable Because of This Flawed Rule

When you pay taxes to earn Social Security benefits in the future, you may not realize you could be taxed…

Christy Bieber | Jul 1, 2026 at 1:57 PM EDT

Why 78% is a Number That Should Scare Every Social Security Retiree

Millions of Americans depend on Social Security to help them cover costs in retirement. Anyone who is currently collecting Social…

Christy Bieber | Jul 1, 2026 at 11:21 AM EDT

Why Retirees Could Get an Extra $77 a Month from Social Security In 2027

Retirees could be on track for more money in 2027 if they are collecting Social Security. Early predictions point toward…

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Social Security Articles

All Social Security Articles

72-Year-Old Gives $20,000 to Charity Annually. A Subtler Tax Strategy Shields the Gift From the New 2026 Floor Entirely

A Couple Kept Their Mortgage Because the Math Made Sense. They Overlooked What the Payment Does to the One Who Outlives the Other.

A Couple Wants to Sell a Rental Without Setting Off a Medicare Surcharge. A 1031 Exchange or Installment Sale Can Spread the Gain.

A Market Slump Has a Hidden Upside for a 74-Year-Old: Next Year’s RMD Shrinks, and So Does Tax on Social Security.

A Retired Couple Loaded Up on Tax-Free Municipal Bonds. In Their 70s, the Interest Still Taxes Their Social Security.

A 73-Year-Old Feared Her RMD Would Drain Her IRA and Tax Her Social Security. The IRS Formula Is Built So It Won’t.

He Inherited a Home Worth $450,000. The Step-Up in Basis Saved Him From a Six-Figure Tax Hit

A Widow Plans to Sell the Home She Shared for 30 Years. A Step-Up in Basis Could Erase Most of the Taxable Gain.

She’s 63 and Ready for Social Security. Her Ex’s Age Just Changed Everything

How Social Security Retirees Could Accidentally Cost Themselves $487 A Month

Multiple Ex-Wives Can Each Claim Social Security on the Same Man’s Record, and It Doesn’t Shrink Anyone’s Check

A 66-Year-Old Got 50/50 From One Advisor and 70/30 From Another. Counting Social Security as His “Bond” Reframes the Answer.

Up to 85% of Your Social Security Benefit Could Be Taxable Because of This Flawed Rule

Why 78% is a Number That Should Scare Every Social Security Retiree

Why Retirees Could Get an Extra $77 a Month from Social Security In 2027

The Real Cost of Retiring in The Villages, Florida, on $2,000 a Month

PLTY Holders Left $60,000 on a $10,000 Position While Chasing Monthly Distributions

Dave Ramsey to a Single Mom Facing $14,000 a Year at a $93,000 College: Where You Go to School Does Not Matter

The Portfolio Blueprint for Building $50,000 a Month in Dividend Income

The Real Cost of Retiring in The Villages, Florida, on $2,000 a Month

You Paid Into Social Security for 40 Years. The IRS Can Still Tax 85% of Your Check. These 3 ETFs Even the Score

The Portfolio Blueprint for Building $50,000 a Month in Dividend Income

Social Security Articles

All Social Security Articles

72-Year-Old Gives $20,000 to Charity Annually. A Subtler Tax Strategy Shields the Gift From the New 2026 Floor Entirely

A Couple Kept Their Mortgage Because the Math Made Sense. They Overlooked What the Payment Does to the One Who Outlives the Other.

A Couple Wants to Sell a Rental Without Setting Off a Medicare Surcharge. A 1031 Exchange or Installment Sale Can Spread the Gain.

A Market Slump Has a Hidden Upside for a 74-Year-Old: Next Year’s RMD Shrinks, and So Does Tax on Social Security.

A Retired Couple Loaded Up on Tax-Free Municipal Bonds. In Their 70s, the Interest Still Taxes Their Social Security.

A 73-Year-Old Feared Her RMD Would Drain Her IRA and Tax Her Social Security. The IRS Formula Is Built So It Won’t.

He Inherited a Home Worth $450,000. The Step-Up in Basis Saved Him From a Six-Figure Tax Hit

A Widow Plans to Sell the Home She Shared for 30 Years. A Step-Up in Basis Could Erase Most of the Taxable Gain.

She’s 63 and Ready for Social Security. Her Ex’s Age Just Changed Everything

How Social Security Retirees Could Accidentally Cost Themselves $487 A Month

Multiple Ex-Wives Can Each Claim Social Security on the Same Man’s Record, and It Doesn’t Shrink Anyone’s Check

A 66-Year-Old Got 50/50 From One Advisor and 70/30 From Another. Counting Social Security as His “Bond” Reframes the Answer.

Up to 85% of Your Social Security Benefit Could Be Taxable Because of This Flawed Rule

Why 78% is a Number That Should Scare Every Social Security Retiree

Why Retirees Could Get an Extra $77 a Month from Social Security In 2027

The Real Cost of Retiring in The Villages, Florida, on $2,000 a Month

PLTY Holders Left $60,000 on a $10,000 Position While Chasing Monthly Distributions

Dave Ramsey to a Single Mom Facing $14,000 a Year at a $93,000 College: Where You Go to School Does Not Matter

Featured Reads

The Portfolio Blueprint for Building $50,000 a Month in Dividend Income

The Real Cost of Retiring in The Villages, Florida, on $2,000 a Month