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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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I’m worth $1.8 million — and want my girlfriend to waive her community-property rights before we marry

‘How do I explain to someone that I care about the money that I’ve sweated so hard over for almost two decades?’

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My dying friend wants to marry me so I can have his Social Security — should I do it?

This woman’s friend has Stage IV lung disease and made her a generous offer that she may refuse.

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Do I attract bad guys? Three husbands and one boyfriend tried to steal my money

‘Husband No. 3 wanted the house as he felt that me having a house unfair.’

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I’m engaged to a ‘money monster’ who racks up parking tickets and credit-card debt

‘We have separate finances because I don’t trust her to act prudently financially.’

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This father paid $400,000 to get his child into Georgetown, but his son said he didn’t know — should he have been expelled?

Where does the responsibility lie for those children embroiled in the college admissions scandal?

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My husband grew up dirt poor and doesn’t believe in insurance or banks, yet he racked up $7,000 on my credit card

This Texas woman makes $12 an hour and is exasperated that her husband is not investing in their family’s future.

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I’m 65, my mortgage is paid off and I have $370,000 in savings, so why I am still worried about money?

‘Most people would laugh to be in my position, I know, but I constantly worry about running out of money.’

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My parents gave my sister $75,000 for her student debt, should I also ask for $75,000?

This woman says this money will be worth far less in 20 years from today, and would like her share today.

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My brother borrowed $50,000 from my dad and never paid it back — what can we do?

This woman’s brother is a co-trustee of her father’s estate.

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My father promised me I could buy his home — I took care of him for years, but then he changed his mind

This woman says she took low-paid jobs to be near her father’s home, which he now intends to give to her brother.

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My grandson’s live-in girlfriend hates me and doesn’t want me to stay at their home — should I still leave him all my money?

This woman is upset that she’s been shunned by her grandson’s partner.

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My in-laws want to give us over $100,000, but they’ll tell us how to spend it — should I tell them to keep their money?

‘They already helped us buy our house, one that we otherwise would not have been able to afford.’

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My wife drinks too much, has never bathed our 7-year-old son and now wants a divorce

How can you keep a child safe before a bitter divorce?

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Before I give my fiancée a $7,000 diamond engagement ring, I want her to promise to bequeath it to my daughter

This man wonders whether it’s a good time to raise the delicate subject of death and diamonds with the woman who is set to become his third wife.

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My husband is leaving his personal savings ...to his mother! What should I do?

‘I’m so frustrated that we don’t have a will that I’m almost ready to write my own without him.’

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My mom gave my sister $20,000 for her stem-cell treatment, I want her to deduct it from her inheritance

‘Responding to my sister’s hysterical call, my mother mailed my sister a check for the full amount.’

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My mother died a month ago — my siblings want me out of the family home in 30 days

This man says his siblings have accused him of living there rent-free and taking advantage of his mother.

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My mom, 60, lives with a con artist with a history of theft, deception and bad credit

This daughter is concerned her mother is being taken for all she is worth.

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My daughter bought a home for me, but now she needs cash and refuses my help

This mother says she would like to sell stocks to help her daughter upgrade to a larger home.

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Do you tip the guy who picks up your dead grandfather’s medical equipment?

This employee offered a speech about customer service — and his condolences (in that order).

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