dear penny
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Life Style
Am I a Jerk if I Refuse to Pay for My Mother-in-Law’s Funeral?
Dear Penny, My mother-in-law is 89 and in good health. The reason I’m writing is that in August 2019, my…
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Life Style
Should I End My Happy Marriage to Get My Dead Ex’s Social Security?
Dear Penny, My husband and I got divorced after 21 years of marriage. I thought I would be eligible for…
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Life Style
My Husband Secretly Made Bad Investments and Lost $50K
Dear Penny, My husband is on Social Security Disability and I just recently retired. He went into our savings without…
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Life Style
Can I Pretend to Get Fired So People Stop Asking for Money?
Dear Penny, The last 10 years I was barely getting by financially. I had to ask my parents for money…
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Life Style
How Do I Show My Rich Boyfriend I’m Not a Gold Digger?
Dear Penny, I’m 63, and my man is 65. We’ve been together for six years. He has a self-made business…
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Life Style
Can My Criminal Ex-Husband Take My Social Security?
Dear Penny, My spouse was in the Air Force National Guard on and off. He owned a private, profitable tree…
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Life Style
Should I Tell My Parents I’m a Millionaire at 22?
Dear Penny, I’ve become the first millionaire in my family. I’m wondering if I should ever tell them or how…
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Life Style
I’m 74 and My 24-Year-Old Boyfriend Is Awful With Money
Dear Penny, I am 74 and have fallen for a 24-year-old. He says he wants to get married, but he…
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Life Style
Can We Retire in 6 Months With $190K of Student Loans?
Dear Penny, I am in big trouble. My husband and I have a combined student loan debt of $190,000 and…
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Life Style
My Mom Agreed to Pay for My Wedding, Then Got Cold Feet
Dear Penny, I got engaged in January 2021 and was very excited to start wedding planning right away. My mom…
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