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Drew Wood | Jun 20, 2026 at 10:29 AM EDT

You Didn’t Sell a Thing — but a $30,000 Fund Payout Just Raised Your 2028 Medicare Bill

Picture a retired couple in late December 2026, both 68, MAGI tracking around $205,000 for the year. They feel comfortably…

Drew Wood | Jun 20, 2026 at 9:59 AM EDT

She’s 81, Her House Is Paid Off, and Property Taxes Keep Rising. Can She Afford to Stay?

A familiar retirement dilemma starts with an older widow, a mortgage-free home, and a property tax bill that seems to…

Drew Wood | Jun 20, 2026 at 8:24 AM EDT

Could You Build Your Own “Wonderful Life” In The Town That Inspired Bedford Falls?

Every December, millions of Americans watch It’s a Wonderful Life and imagine living in a place like Bedford Falls: a…

Drew Wood | Jun 20, 2026 at 7:35 AM EDT

Original Medicare Pays $0 Toward Dental. One Implant Runs $3,000 to $5,000

A 68-year-old retiree walks out of the dentist’s office with a treatment plan: one implant, one crown, total quoted at…

Michael Williams | Jun 20, 2026 at 6:58 AM EDT

The “Rule of 55”: Quit Your Job at the Right Age and Raid Your 401(k) Penalty-Free

If you have a 401(k) and you’re staring down age 55, the IRS has a quiet exit door most people…

Michael Williams | Jun 20, 2026 at 6:45 AM EDT

What It Takes to Retire on the Amalfi Coast at 60 Without Touching Your Principal

People imagine a cliffside terrace and the math working itself out. The phrase “without touching your principal” rules out the…

Michael Williams | Jun 20, 2026 at 6:40 AM EDT

Trump’s Social Security Reckoning: New Report Warns of a 22% Benefit Cut by 2032

Picture a 61-year-old who planned to claim Social Security at full retirement age in 2032, expecting roughly $2,400 a month…

Drew Wood | Jun 20, 2026 at 6:11 AM EDT

The Dividend Portfolio That Out-Earns a New York City Teacher

A mid-career New York City public school teacher earns about $85,000 a year in exchange for lesson plans, grading, classroom…

Gerelyn Terzo | Jun 20, 2026 at 6:02 AM EDT

His $36,000 in Rental Income Keeps 85% of His Social Security Taxable, Year After Year

The Landlord Who Thought He Built a Steady Paycheck He’s about 70, retired, and owns a rental property or two…

Michael Williams | Jun 20, 2026 at 5:58 AM EDT

Treasury Says Trump’s Tax Cuts Gave 35 Million Seniors Relief, But the Trust Fund Is Draining Faster

Picture a 68-year-old retiree opening her tax return this spring and noticing her bill dropped by a few hundred dollars…

Michael Williams | Jun 20, 2026 at 5:56 AM EDT

The Mega Backdoor Roth: How Some 401(k)s Let You Stash $70,000+ a Year Into Tax-Free Retirement Money

If you have a 401(k) at work, there’s a chance you’re sitting on a tax-free retirement loophole worth tens of…

Drew Wood | Jun 20, 2026 at 5:46 AM EDT

He Thought COBRA Counted as Coverage. Medicare Said Otherwise, for Life

A 64-year-old engineer takes a buyout from a 3,000-person employer in March. He signs up for 18 months of COBRA…

Michael Williams | Jun 20, 2026 at 5:43 AM EDT

The Real Cost of Retiring in The Villages, Florida, on a Single Pension

i We get a version of this question almost every week. Someone has a single pension and has been told…

Michael Williams | Jun 19, 2026 at 9:56 PM EDT

‘You’re Gonna Go Into Retirement Broke and Wait on Mom to Die’: Dave Ramsey’s Reality Check for a Caller Eyeing His Inheritance

A 58-year-old caller named Keith dialed into The Ramsey Show sounding less like a man planning his retirement and more…

Jake Fitzgerald | Jun 19, 2026 at 8:56 PM EDT

“You Don’t Want to Pass the Burden of Investments Down to Your Daughter”: Suze Orman’s Advice to a 78-Year-Old With a Disabled Heir and $111K in Savings

On the June 18, 2026 episode of her Women & Money podcast, titled "Is It Ok To Be Naughty With…

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Personal Finance Articles

All Personal Finance Articles

You Didn’t Sell a Thing — but a $30,000 Fund Payout Just Raised Your 2028 Medicare Bill

She’s 81, Her House Is Paid Off, and Property Taxes Keep Rising. Can She Afford to Stay?

Could You Build Your Own “Wonderful Life” In The Town That Inspired Bedford Falls?

Original Medicare Pays $0 Toward Dental. One Implant Runs $3,000 to $5,000

The “Rule of 55”: Quit Your Job at the Right Age and Raid Your 401(k) Penalty-Free

What It Takes to Retire on the Amalfi Coast at 60 Without Touching Your Principal

Trump’s Social Security Reckoning: New Report Warns of a 22% Benefit Cut by 2032

The Dividend Portfolio That Out-Earns a New York City Teacher

His $36,000 in Rental Income Keeps 85% of His Social Security Taxable, Year After Year

Treasury Says Trump’s Tax Cuts Gave 35 Million Seniors Relief, But the Trust Fund Is Draining Faster

The Mega Backdoor Roth: How Some 401(k)s Let You Stash $70,000+ a Year Into Tax-Free Retirement Money

He Thought COBRA Counted as Coverage. Medicare Said Otherwise, for Life

The Real Cost of Retiring in The Villages, Florida, on a Single Pension

‘You’re Gonna Go Into Retirement Broke and Wait on Mom to Die’: Dave Ramsey’s Reality Check for a Caller Eyeing His Inheritance

“You Don’t Want to Pass the Burden of Investments Down to Your Daughter”: Suze Orman’s Advice to a 78-Year-Old With a Disabled Heir and $111K in Savings

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

Alphabet’s $1 Trillion Ad Dominance Is Facing New Threats

Buy, Sell or Hold: My View On Microsoft As AI Capex Costs Rise

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

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.

Alphabet’s $1 Trillion Ad Dominance Is Facing New Threats

Buy, Sell or Hold: My View On Microsoft As AI Capex Costs Rise

Personal Finance Articles

All Personal Finance Articles

You Didn’t Sell a Thing — but a $30,000 Fund Payout Just Raised Your 2028 Medicare Bill

She’s 81, Her House Is Paid Off, and Property Taxes Keep Rising. Can She Afford to Stay?

Could You Build Your Own “Wonderful Life” In The Town That Inspired Bedford Falls?

Original Medicare Pays $0 Toward Dental. One Implant Runs $3,000 to $5,000

The “Rule of 55”: Quit Your Job at the Right Age and Raid Your 401(k) Penalty-Free

What It Takes to Retire on the Amalfi Coast at 60 Without Touching Your Principal

Trump’s Social Security Reckoning: New Report Warns of a 22% Benefit Cut by 2032

The Dividend Portfolio That Out-Earns a New York City Teacher

His $36,000 in Rental Income Keeps 85% of His Social Security Taxable, Year After Year

Treasury Says Trump’s Tax Cuts Gave 35 Million Seniors Relief, But the Trust Fund Is Draining Faster

The Mega Backdoor Roth: How Some 401(k)s Let You Stash $70,000+ a Year Into Tax-Free Retirement Money

He Thought COBRA Counted as Coverage. Medicare Said Otherwise, for Life

The Real Cost of Retiring in The Villages, Florida, on a Single Pension

‘You’re Gonna Go Into Retirement Broke and Wait on Mom to Die’: Dave Ramsey’s Reality Check for a Caller Eyeing His Inheritance

“You Don’t Want to Pass the Burden of Investments Down to Your Daughter”: Suze Orman’s Advice to a 78-Year-Old With a Disabled Heir and $111K in Savings

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

Alphabet’s $1 Trillion Ad Dominance Is Facing New Threats

Buy, Sell or Hold: My View On Microsoft As AI Capex Costs Rise

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

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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.