Personal Finance Articles

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5827 Articles

Drew Wood | Jun 2, 2026 at 7:38 AM EDT

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

A 64-year-old widow with $2.4 million in assets has a 35-year-old son with a developmental disability who depends on SSI…

Drew Wood | Jun 2, 2026 at 7:08 AM EDT

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

A $66,000 annual income is roughly in line with the median U.S. household income and represents a common retirement target…

Drew Wood | Jun 2, 2026 at 6:39 AM EDT

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

You’re 61 with a portfolio in the low seven figures, eyeing retirement in a small Western town with a good…

Drew Wood | Jun 2, 2026 at 6:34 AM EDT

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

A 68-year-old couple with $2.5 million in savings and a monthly spending goal of $14,500 faces a straightforward income challenge.…

Drew Wood | Jun 2, 2026 at 5:45 AM EDT

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

A surprising number of Americans reach retirement with a simple question: can Social Security alone support a comfortable life overseas?…

Drew Wood | Jun 2, 2026 at 5:15 AM EDT

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

A 60-year-old retiree converted $400,000 from a traditional IRA to a Roth IRA in 2025, paid the tax bill, and…

Christy Bieber | Jun 1, 2026 at 9:13 PM EDT

How Rising Medicare Premiums Are Quietly Eating Into Your Social Security Check

For millions of retirees, Social Security serves as a critical source of monthly income. Each year, beneficiaries often look forward…

Don Lair | Jun 1, 2026 at 6:17 PM EDT

Suze Orman: Stop Buying Life Insurance Once You Have $3 Million Saved

On her podcast Women & Money, Suze Orman fielded a question from a listener named Jennifer, whose term life policies…

Danielle Liverance | Jun 1, 2026 at 5:58 PM EDT

I escaped poverty and now I can’t stop saving. George Kamel says my strength became my weakness

A public safety worker called The Ramsey Show with a problem most people would trade for: he can’t stop saving.…

Christy Bieber | Jun 1, 2026 at 4:00 PM EDT

One Move Could Add Over $1,000 a Month to Your Average Social Security Benefit

Many retirees need Social Security to cover their essential expenses. You should know that the age you claim benefits…

Gerelyn Terzo | Jun 1, 2026 at 3:30 PM EDT

The Social Security Filing Mistake That Costs You $2,400 a Month and How to Avoid It in 2026

Picture someone six months from their 67th birthday, sitting at the kitchen table with a coffee and a manila folder.…

Danielle Liverance | Jun 1, 2026 at 2:58 PM EDT

I’m 36 with enough invested to skip my Roth IRA contributions. Should I really stop adding money?

On episode #1145 of the How to Money podcast, guest Jesse Cramer explained why he and his wife skipped funding…

Danielle Liverance | Jun 1, 2026 at 2:53 PM EDT

I’m 50, earning $250K as a content creator, and AI is killing my business. Do I have enough to retire?

On a recent episode of the Jill on Money podcast, a 50-year-old solo content creator named Susan called in scared.…

Danielle Liverance | Jun 1, 2026 at 2:52 PM EDT

I stopped maxing my Roth IRA after 10 years to pay for a new baby and home projects. Am I making a mistake?

On a recent episode of the How to Money podcast, host Jesse Cramer admitted something most personal finance voices would…

Michael Williams | Jun 1, 2026 at 2:00 PM EDT

Why Suze Orman Rejects the Age-Based Investing Strategy Behind Most 401(k) Plans

Suze Orman, host of the Women & Money podcast, has been blunt about the most popular default option in American…

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Personal Finance Articles

All Personal Finance Articles

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

How Rising Medicare Premiums Are Quietly Eating Into Your Social Security Check

Suze Orman: Stop Buying Life Insurance Once You Have $3 Million Saved

I escaped poverty and now I can’t stop saving. George Kamel says my strength became my weakness

One Move Could Add Over $1,000 a Month to Your Average Social Security Benefit

The Social Security Filing Mistake That Costs You $2,400 a Month and How to Avoid It in 2026

I’m 36 with enough invested to skip my Roth IRA contributions. Should I really stop adding money?

I’m 50, earning $250K as a content creator, and AI is killing my business. Do I have enough to retire?

I stopped maxing my Roth IRA after 10 years to pay for a new baby and home projects. Am I making a mistake?

Why Suze Orman Rejects the Age-Based Investing Strategy Behind Most 401(k) Plans

Trillionaire No More. SpaceX Collapse Loses Elon Musk $600 Billion in One Month

Down 50% From 2026 Highs, Should You Buy Sofi Before July 29 Earnings?

70% of Teradyne’s Revenue Is Tied to AI. Should You Buy Before July 29 Q2 Earnings?

The IRA Donation Trick That Lowers Your Tax Bill and Never Touches Your Medicare Premium

Why Retirees Are Moving Cash Reserves Into High-Yield Money Market Funds Instead of Savings Accounts

Trillionaire No More. SpaceX Collapse Loses Elon Musk $600 Billion in One Month

Down 50% From 2026 Highs, Should You Buy Sofi Before July 29 Earnings?

Personal Finance Articles

All Personal Finance Articles

The Special Needs Trust a 64-Year-Old Mother Set Up Before Her Adult Son’s Disability Disqualified Him From the Family Inheritance

How a $530,000 Covered Call Portfolio Can Generate $66,000 a Year

What Would It Be Like to Retire to a Fishing Town in Montana With $3.2 Million Invested?

This $2.5 Million Portfolio Delivers $14,500 a Month With Three Income Buckets

Want to Retire In a Tropical Caribbean Paradise on Social Security Only? Here’s How.

The Roth IRA Five-Year Clock a 60-Year-Old Retiree Discovered After Converting $400,000 and Trying to Withdraw

How Rising Medicare Premiums Are Quietly Eating Into Your Social Security Check

Suze Orman: Stop Buying Life Insurance Once You Have $3 Million Saved

I escaped poverty and now I can’t stop saving. George Kamel says my strength became my weakness

One Move Could Add Over $1,000 a Month to Your Average Social Security Benefit

The Social Security Filing Mistake That Costs You $2,400 a Month and How to Avoid It in 2026

I’m 36 with enough invested to skip my Roth IRA contributions. Should I really stop adding money?

I’m 50, earning $250K as a content creator, and AI is killing my business. Do I have enough to retire?

I stopped maxing my Roth IRA after 10 years to pay for a new baby and home projects. Am I making a mistake?

Why Suze Orman Rejects the Age-Based Investing Strategy Behind Most 401(k) Plans

Trillionaire No More. SpaceX Collapse Loses Elon Musk $600 Billion in One Month

Down 50% From 2026 Highs, Should You Buy Sofi Before July 29 Earnings?

70% of Teradyne’s Revenue Is Tied to AI. Should You Buy Before July 29 Q2 Earnings?

Featured Reads

The IRA Donation Trick That Lowers Your Tax Bill and Never Touches Your Medicare Premium

Why Retirees Are Moving Cash Reserves Into High-Yield Money Market Funds Instead of Savings Accounts