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Marc Guberti | May 18, 2026 at 8:28 PM EDT

The 5-Year Roth Conversion Ladder Pre-Retirees Use to Tap Their 401(k) Before 59 and a Half Without Penalties

The scenario plays out on retirement forums almost weekly: a 50-year-old with $1.8 million in a traditional 401(k) and $400,000…

Jeremy Phillips | May 18, 2026 at 8:23 PM EDT

Fee-Only Financial Advisors: The Hidden Cost Most Americans Don’t Realize They’re Paying

On a recent episode of the Catching Up to FI podcast, financial planner Aubrey Williams made a point that should…

Don Lair | May 18, 2026 at 7:02 PM EDT

I’m 45 with $3.2 million saved. Can I really quit my toxic job without risking retirement?

Priya, a 45-year-old caller to Jill Schlesinger’s Jill on Money show, opened with a common knot: she loves her career…

Carl Sullivan | May 18, 2026 at 6:51 PM EDT

Vivian Tu’s 4 Money Questions Every Couple Must Ask Before Marriage

A listener wrote in to Vivian Tu’s podcast Networth and Chill with a story that should be required reading before…

Drew Wood | May 18, 2026 at 5:23 PM EDT

The Tax-Loss Harvest That Cost a 66-Year-Old Retiree $2,400 in Wash-Sale Penalties She Never Saw Coming

The retiree was 66, single, living in Pennsylvania, and relying on a $1.1 million brokerage account to supplement her Social…

Marc Guberti | May 18, 2026 at 4:28 PM EDT

The 401(k) Beneficiary Mistake That Sent $620,000 to an Ex-Spouse Instead of the Children

A 58-year-old man with a $620,000 401(k) balance dies suddenly of a cardiac event. He had divorced four years earlier,…

Gerelyn Terzo | May 18, 2026 at 1:52 PM EDT

The $2,071 Monthly Check Gets Taxed Faster Than Most Retirees Expect. A New Strategy Could Help

The check most retirees actually receive in 2026 is $2,071 a month, or $24,852 a year. That sounds modest, and…

Drew Wood | May 18, 2026 at 1:31 PM EDT

Here Is Why I Would Tell a 71-Year-Old With $4 Million to Spend Down the Traditional IRA First

The retiree we are modeling is single, 71, and sitting on $4 million split across a $2.5 million traditional IRA,…

Don Lair | May 18, 2026 at 12:57 PM EDT

I want to pay my late 60s parents $1,000 monthly for babysitting. They refuse the money: should I invest it for them instead?

A listener named Carrie Anne wrote into the Rich Habits Podcast with a problem most adult children would recognize. She…

Don Lair | May 18, 2026 at 12:55 PM EDT

I Retired at 50 on $8,000 a Month: Here’s Why I Finally Got My Budget Right

Herb, a retired federal employee featured on the Early Retirement – Financial Freedom podcast, says something most working people would…

Drew Wood | May 18, 2026 at 12:30 PM EDT

At 63 With $480,000 Saved and No Pension, Working Two More Years Adds $241,000 to Lifetime Income

A 63-year-old single woman with $480,000 saved across a 403(b) and Roth IRA, no pension, and a public-school administrator’s salary…

David Beren | May 18, 2026 at 12:30 PM EDT

According to Kiplinger, Medicare Advantage Overpayments Are Quietly Costing Every Enrollee $212 More Per Year

Every Medicare beneficiary in the country took a hit to their Social Security check in 2025 to the tune of…

Drew Wood | May 18, 2026 at 11:35 AM EDT

What Retirement Really Looks Like at 71 With $1.1 Million After Three Years of Sequence-of-Returns Damage

The retiree in this scenario left work at 67 with a $1.5 million portfolio and a straightforward plan: withdraw $60,000…

Don Lair | May 18, 2026 at 11:24 AM EDT

High School Student’s Plan to Become a Stay-at-Home Wife Reveals Why Financial Dependence Requires a Dangerous Gamble

A high school senior recently told personal finance personality George Kamel her post-graduation plan: become a stay-at-home wife who spends…

Drew Wood | May 18, 2026 at 10:14 AM EDT

If You Have $640,000 Saved at 61 and a Daughter Starting Med School, Here Is the Monthly Income You Can Actually Count On

You are 61, single, and sitting on $640,000 split between a 401(k) and a Roth IRA. Your daughter has just…

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Personal Finance Articles

All Personal Finance Articles

The 5-Year Roth Conversion Ladder Pre-Retirees Use to Tap Their 401(k) Before 59 and a Half Without Penalties

Fee-Only Financial Advisors: The Hidden Cost Most Americans Don’t Realize They’re Paying

I’m 45 with $3.2 million saved. Can I really quit my toxic job without risking retirement?

Vivian Tu’s 4 Money Questions Every Couple Must Ask Before Marriage

The Tax-Loss Harvest That Cost a 66-Year-Old Retiree $2,400 in Wash-Sale Penalties She Never Saw Coming

The 401(k) Beneficiary Mistake That Sent $620,000 to an Ex-Spouse Instead of the Children

The $2,071 Monthly Check Gets Taxed Faster Than Most Retirees Expect. A New Strategy Could Help

Here Is Why I Would Tell a 71-Year-Old With $4 Million to Spend Down the Traditional IRA First

I want to pay my late 60s parents $1,000 monthly for babysitting. They refuse the money: should I invest it for them instead?

I Retired at 50 on $8,000 a Month: Here’s Why I Finally Got My Budget Right

At 63 With $480,000 Saved and No Pension, Working Two More Years Adds $241,000 to Lifetime Income

According to Kiplinger, Medicare Advantage Overpayments Are Quietly Costing Every Enrollee $212 More Per Year

What Retirement Really Looks Like at 71 With $1.1 Million After Three Years of Sequence-of-Returns Damage

High School Student’s Plan to Become a Stay-at-Home Wife Reveals Why Financial Dependence Requires a Dangerous Gamble

If You Have $640,000 Saved at 61 and a Daughter Starting Med School, Here Is the Monthly Income You Can Actually Count On

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Jensen Huang’s Huge AI Prediction Has Just One Tiny Problem

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

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

How to Replace a Registered Nurse's Salary with $7,500 a Month in Dividend Income

Jensen Huang’s Huge AI Prediction Has Just One Tiny Problem

Prediction: AMD Stock Will Trade at This Price in 2027

Personal Finance Articles

All Personal Finance Articles

The 5-Year Roth Conversion Ladder Pre-Retirees Use to Tap Their 401(k) Before 59 and a Half Without Penalties

Fee-Only Financial Advisors: The Hidden Cost Most Americans Don’t Realize They’re Paying

I’m 45 with $3.2 million saved. Can I really quit my toxic job without risking retirement?

Vivian Tu’s 4 Money Questions Every Couple Must Ask Before Marriage

The Tax-Loss Harvest That Cost a 66-Year-Old Retiree $2,400 in Wash-Sale Penalties She Never Saw Coming

The 401(k) Beneficiary Mistake That Sent $620,000 to an Ex-Spouse Instead of the Children

The $2,071 Monthly Check Gets Taxed Faster Than Most Retirees Expect. A New Strategy Could Help

Here Is Why I Would Tell a 71-Year-Old With $4 Million to Spend Down the Traditional IRA First

I want to pay my late 60s parents $1,000 monthly for babysitting. They refuse the money: should I invest it for them instead?

I Retired at 50 on $8,000 a Month: Here’s Why I Finally Got My Budget Right

At 63 With $480,000 Saved and No Pension, Working Two More Years Adds $241,000 to Lifetime Income

According to Kiplinger, Medicare Advantage Overpayments Are Quietly Costing Every Enrollee $212 More Per Year

What Retirement Really Looks Like at 71 With $1.1 Million After Three Years of Sequence-of-Returns Damage

High School Student’s Plan to Become a Stay-at-Home Wife Reveals Why Financial Dependence Requires a Dangerous Gamble

If You Have $640,000 Saved at 61 and a Daughter Starting Med School, Here Is the Monthly Income You Can Actually Count On

Stock Market Live June 8, 2026: S&P 500 (SPY) Rebounds with Chip Stocks

Live Nasdaq Composite: Nasdaq Snaps Back as Chip Stocks Rebound and AI Tailwinds Hold Firm

Jensen Huang’s Huge AI Prediction Has Just One Tiny Problem

Prediction: AMD Stock Will Trade at This Price in 2027

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

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

How to Replace a Registered Nurse's Salary with $7,500 a Month in Dividend Income