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Dear Penny

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Latest Articles

A woman with red hair lies down in tall grass.

Dear Penny: I Have Credit Card Debt, but I Seriously Need a Vacation

September 13, 2019

A couple go over their stack of bills.

Dear Penny: We’re in a Deep Financial Hole. Is There Any Way Out?

September 6, 2019

A married couple go over their finances on a laptop.

Dear Penny: My Family Keeps Asking for Money and It’s Bleeding Me Dry

August 30, 2019

A person, car and house made of wooden blocks.

Dear Penny: I’m About to File Bankruptcy. What Should I Expect?

August 23, 2019

A woman at a restaurant swiped her credit card on a servers portable card reader.

Dear Penny: I Have No Credit History. How Do I Get Started?

August 16, 2019

A woman walks out of her house to walk her dogs.

Dear Penny: I’m 65 and Times are Tight. Should I Get a Reverse Mortgage?

August 9, 2019

An older woman goes hiking with her daughter.

Dear Penny: How Do I Tell Mom I’m Worried About Her Retirement Plans?

August 2, 2019

a circle of dollar bills.

Dear Penny: I Can Get a 401(k) Loan and Pay Myself Interest. Should I?

July 26, 2019

A solitary man leans on a sports car in a desolate spot and collects his thoughts at sunset.

Dear Penny: Did Co-Signing My Daughter’s Student Loan Kill My Chance of Retiring?

July 19, 2019

a man and woman standing near each other

Dear Penny: My Fiance Was Laid Off. He’s Fine With Letting Me Pay the Bills Forever

July 12, 2019

detail of a fist with credit cards between his knuckles

Dear Penny: What Are the Risks of Opening Store Credit Card for a Discount?

July 5, 2019

Concerned sad man checking his bank accounts

Dear Penny: I’m 54 With No Retirement Savings. How Do I Get Started?

June 28, 2019