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Do you have questions about inheritance, tipping, weddings, re-gifting, or any tricky money issues relating to family and friends? Send them to MarketWatch's Moneyist.

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My aunt and uncle had no children. My cousin, the executor, changed their will to inherit a $400K estate. Should we pursue this?

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I earn $35K, have $20K in credit-card debt, and $200K in stock. Should I pursue my dream of building a pool?

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I will not leave my house to my boyfriend in my will. I don’t want his daughters, who hate me, to profit

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My father-in-law returned our truck with a $1,500 fender bender. My in-laws were flippant and declined to pay. Should we push it?

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My husband and I live in a 1,300-square-foot home with two kids. I want to upgrade. He likes living below his means. Who’s right?

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My wife and I have $1.8 million saved and earn $400K. I want to pay off our 20-year mortgage before we retire. She says no

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How do I convince my mother and siblings to sell her summer cottage — so she can make important upgrades to her home?

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My mother-in-law bought shoes for my nieces to wear to a wedding, but not for my daughter — even though they wore the same dresses

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I got into an accident after my friend asked me to drive her car. She insists I pay her full deductible. Is that fair?

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My husband has $75K on his credit card and plans to spend $8K on sporting events. What can I do? Am I on the hook if he dies?

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I won over $55 million in the California lottery, but didn’t tell my friends or family. Did I do the right thing?

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My husband’s sister and brother-in-law declared bankruptcy. The family helped them out — but they still spend, spend, spend

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I paid off my fiancé’s $40,000 truck. He wants me to refinance my home with a VA loan — and only his name on the deed

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‘I don’t want to be taken advantage of’: My boyfriend moved in during the pandemic and pays me $400 a month

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I earn $54,000. My wife earns $28,000. I pay most of our bills, but she’s upset that she pays our $3,000 taxes

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My husband lives in my $650K home. He complains about paying ‘rent’ of $2,000 a month — and wants to use that money to trade stocks

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My intelligent, talented retiree husband moonlights as a handyman. He charges $20 an hour, but is not insured and doesn’t pay tax

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‘She continues to fail upwards’: My parents’ lakefront property has been in my family 100 years. My financially unreliable sister says she deserves it

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My friend asked me to be her matron of honor. How can I tell her I can’t afford to host lavish parties and buy matching jewelry without ruining our friendship?

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‘From the start, problems began’: My sister persuaded me to rent my condo to my niece at below-market price — then they both moved in