dear penny
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Life Style
Who Gets My Dogs When I Die if I Have No Close Family?
Dear Penny, I am a widow with a home, property and two large dogs. My health is fairly good, but…
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Life Style
I’m Desperate for Money, but My Boyfriend Loathes My Side Gig
Dear Penny, My live-in boyfriend and I both work. He makes about two to three times more than I do. …
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Life Style
Will My Son Get Stuck With My Timeshare When I Die?
Dear Penny, My husband and I purchased several timeshares over the years. (Apparently, I can’t say no.) My husband has…
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Life Style
Is My Boyfriend Being a Jerk by Demanding I Pay His Mortgage?
Dear Penny, My boyfriend asked to move in together after eight months of dating. I was honored. Then after I…
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Life Style
Is It Ridiculous to Keep 3 Cars Thanks to My New Job’s Perks?
Dear Penny, I just got a new job. It’s technically a 20% salary decrease, but with the fringe benefits and…
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Life Style
Should I Buy a $3M Annuity So I Never Worry About Money Again?
Dear Penny, Please help me evaluate a tantalizing temptation. I am a 58-year-old single gay white male college graduate with…
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Life Style
Should I Retire, Even if My Wife Is Vehemently Opposed?
Dear Penny, I’ve worked hard for 32 years since college to build a good career and save money. I’m in…
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Life Style
My Boyfriend’s Parents Spend Recklessly, But He Still Sends Money
Dear Penny, Both me and my boyfriend are college students abroad. We both earned scholarships. We make good money doing…
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Life Style
Can I Get Out of a Car Loan I Signed for My Immature Daughter?
Dear Penny, Three years ago, my daughter had no job, no car and no credit, but she had a brand-new…
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Life Style
Will Debt Collectors Call My Family Over Delinquent Payday Loan?
Dear Penny, I’m on Supplemental Security Income (SSI) and my car broke down. I needed extra money to pay my…
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