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5083 Articles

Austin Smith | May 18, 2026 at 8:10 AM EDT

The 529-to-Roth Rollover Strategy That Turns Unused College Savings Into $524,000 of Tax-Free Retirement Income

The scenario surfaces often in affluent-parent forums: a 56-year-old couple earning $390,000 jointly looks at a $190,000 529 plan they…

Drew Wood | May 18, 2026 at 7:23 AM EDT

A $1.7 Million Portfolio Lost $312,000 in 18 Trading Days, Proving the Case Most Retirees Hate to Hear

A 65-year-old couple retired last spring with $1.7 million in a 70/30 portfolio and planned to withdraw $68,000 annually under…

Maurie Backman | May 18, 2026 at 6:30 AM EDT

Reasons to Use a Credit Card Over a Debit Card

Credit cards often get a bad reputation because they can easily generate debt due to overspending and high interest rates.…

Gerelyn Terzo | May 18, 2026 at 6:15 AM EDT

The Health Diagnosis That Tilted a 65-Year-Old’s Social Security Claim From 70 to Now

A 65-year-old single retiree with a well-funded portfolio had planned to stop working, live off savings for five years, then…

Michael Williams | May 18, 2026 at 5:45 AM EDT

Bunching Charitable Giving Into a Single 401(k) Tax Year: The $37,120 Move Most High Earners Miss

A 52-year-old couple in their peak earning years rarely thinks of charitable giving as a 401(k) decision. It is. The…

Ian Cooper | May 17, 2026 at 10:14 PM EDT

Before You Take That Part-Time Job in Retirement: How a $1.4 Million 401(k) Can Cost You $2,297 in Medicare Premiums

A 66-year-old who retired at 64 with a $1.4 million 401(k) and a paid-off house took a part-time consulting role…

Don Lair | May 17, 2026 at 8:43 PM EDT

Baby Boomers: The New Long-Term Care Products You Can Get Without Medical Underwriting: Here’s What Changed

On a recent episode of the Retire SMART Podcast, the host put a number on the long-term care problem that…

Carl Sullivan | May 17, 2026 at 8:22 PM EDT

Why Clark Howard Isn’t a Fan of Car Leases

With the average price of a new car nearing $50,000, does it still make sense to write a check, or…

Drew Wood | May 17, 2026 at 8:21 PM EDT

A 67-Year-Old School Principal With $1.4 Million Discovers Her Pension Quietly Pushed Her Into IRMAA Tier Two Before She Filed for Medicare

A career educator retires at 65 with a defined-benefit pension paying $9,200 a month, plus $1.4 million in a 403(b).…

Ian Cooper | May 17, 2026 at 8:13 PM EDT

Filing Single After Your Spouse Dies? Make Sure You Do These 401(k) Moves Before Year Three

The day after her husband’s funeral in spring 2024, Carol kept filing taxes the way she and her husband always…

Jeremy Phillips | May 17, 2026 at 6:43 PM EDT

We’re in our 40s with a healthy portfolio: how a $1.3 million tax bomb forced us to act before retirement

On a recent episode of the Money Guy Show titled Van Life Millionaires Are Leaving Millions on the Table, co-host…

Don Lair | May 17, 2026 at 4:43 PM EDT

‘Monopoly Money’: Don McDonald to Colorado Man Pitched $1 Million Annuity With 54% Bonus at Free Steak Dinner

A free steak dinner. A chart with a green line climbing past a red line. A pitch about a $1…

David Beren | May 17, 2026 at 4:16 PM EDT

Kiplinger’s May 2026 Tax Letter: The 401(k) Is Getting Access to Alternative Assets for the First Time

Kiplinger’s May 2026 Tax Letter highlights a shift in retirement plan policy that has been building since last summer. After…

Carl Sullivan | May 17, 2026 at 3:44 PM EDT

The ‘Wait Until You Retire’ Tax Myth Only Works for 4% of People, According to This Retirement Advisor

Many retirees are advised to defer paying taxes on their investments until retirement. “So many advisors have helped clients defer,…

Don Lair | May 17, 2026 at 2:43 PM EDT

I earn thousands yearly from credit card rewards: should I count them as income in my budget?

A listener named Suzanne from Austin wrote into the How to Money podcast with a question I think a lot…

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Personal Finance Articles

All Personal Finance Articles

The 529-to-Roth Rollover Strategy That Turns Unused College Savings Into $524,000 of Tax-Free Retirement Income

A $1.7 Million Portfolio Lost $312,000 in 18 Trading Days, Proving the Case Most Retirees Hate to Hear

Reasons to Use a Credit Card Over a Debit Card

The Health Diagnosis That Tilted a 65-Year-Old’s Social Security Claim From 70 to Now

Bunching Charitable Giving Into a Single 401(k) Tax Year: The $37,120 Move Most High Earners Miss

Before You Take That Part-Time Job in Retirement: How a $1.4 Million 401(k) Can Cost You $2,297 in Medicare Premiums

Baby Boomers: The New Long-Term Care Products You Can Get Without Medical Underwriting: Here’s What Changed

Why Clark Howard Isn’t a Fan of Car Leases

A 67-Year-Old School Principal With $1.4 Million Discovers Her Pension Quietly Pushed Her Into IRMAA Tier Two Before She Filed for Medicare

Filing Single After Your Spouse Dies? Make Sure You Do These 401(k) Moves Before Year Three

We’re in our 40s with a healthy portfolio: how a $1.3 million tax bomb forced us to act before retirement

‘Monopoly Money’: Don McDonald to Colorado Man Pitched $1 Million Annuity With 54% Bonus at Free Steak Dinner

Kiplinger’s May 2026 Tax Letter: The 401(k) Is Getting Access to Alternative Assets for the First Time

The ‘Wait Until You Retire’ Tax Myth Only Works for 4% of People, According to This Retirement Advisor

I earn thousands yearly from credit card rewards: should I count them as income in my budget?

When Your Paychecks Stop, an 8-Month Medicare Clock Starts — and Most People Read It Wrong

Why His $80,000 Retirement Withdrawal Is Subtly Pulling His Social Security Into the Tax Torpedo

Ripple and SBI Launch RLUSD in Japan After JFSA Approval

When Your Paychecks Stop, an 8-Month Medicare Clock Starts — and Most People Read It Wrong

Why His $80,000 Retirement Withdrawal Is Subtly Pulling His Social Security Into the Tax Torpedo

Three Index ETFs Where You Can Sell Your Own 0DTE Covered Calls for Daily Premium Income

Summer Is Secretly the Best Time to Buy These Things

Personal Finance Articles

All Personal Finance Articles

The 529-to-Roth Rollover Strategy That Turns Unused College Savings Into $524,000 of Tax-Free Retirement Income

A $1.7 Million Portfolio Lost $312,000 in 18 Trading Days, Proving the Case Most Retirees Hate to Hear

Reasons to Use a Credit Card Over a Debit Card

The Health Diagnosis That Tilted a 65-Year-Old’s Social Security Claim From 70 to Now

Bunching Charitable Giving Into a Single 401(k) Tax Year: The $37,120 Move Most High Earners Miss

Before You Take That Part-Time Job in Retirement: How a $1.4 Million 401(k) Can Cost You $2,297 in Medicare Premiums

Baby Boomers: The New Long-Term Care Products You Can Get Without Medical Underwriting: Here’s What Changed

Why Clark Howard Isn’t a Fan of Car Leases

A 67-Year-Old School Principal With $1.4 Million Discovers Her Pension Quietly Pushed Her Into IRMAA Tier Two Before She Filed for Medicare

Filing Single After Your Spouse Dies? Make Sure You Do These 401(k) Moves Before Year Three

We’re in our 40s with a healthy portfolio: how a $1.3 million tax bomb forced us to act before retirement

‘Monopoly Money’: Don McDonald to Colorado Man Pitched $1 Million Annuity With 54% Bonus at Free Steak Dinner

Kiplinger’s May 2026 Tax Letter: The 401(k) Is Getting Access to Alternative Assets for the First Time

The ‘Wait Until You Retire’ Tax Myth Only Works for 4% of People, According to This Retirement Advisor

I earn thousands yearly from credit card rewards: should I count them as income in my budget?

When Your Paychecks Stop, an 8-Month Medicare Clock Starts — and Most People Read It Wrong

Why His $80,000 Retirement Withdrawal Is Subtly Pulling His Social Security Into the Tax Torpedo

Ripple and SBI Launch RLUSD in Japan After JFSA Approval

Featured Reads

When Your Paychecks Stop, an 8-Month Medicare Clock Starts — and Most People Read It Wrong

Why His $80,000 Retirement Withdrawal Is Subtly Pulling His Social Security Into the Tax Torpedo