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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10 reasons I won’t be buying Apple’s $3,500 VR headset

Apple CEO Tim Cook has not answered the $1 billion question about his Vision Pro VR headset

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‘How to travel for free’: I spent $500 hosting my friend for a week. Should she have paid for food and utilities?

‘She binged on food, mainly junk food, and I had to foot the cost.’

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‘I’m 63 and desperately hate my work’: Should I pay off my mortgage, claim Social Security and quit my job?

"I’d like to start over, maybe start a business and live out my days doing something I like."

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‘He’s content living paycheck to paycheck’: My husband won’t work or get a driver’s license. Now things have gotten even worse.

‘He's too tired to leave, and we don’t have anything but bills.’

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‘I’m 62 and ready for my golden years’: I’ve $1.7 million in annuities, Roths and index funds. Can I afford to never work again?

‘Do I sell off some of my mutual fund shares to boost my savings?’

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‘When I ran it past the missus, she went ballistic’: I want to buy a $40,000 car, but my wife said no. Then things really got weird.

"After a decade-plus of driving the automotive equivalent of a plateful of boiled spinach, the new car has captured my imagination."

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‘All of these tips add up’: If a restaurant adds a 20% tip, am I obliged to pay? Should tipping not be optional? 

'Some restaurants add additional service fees for the benefit of employees,' one reader writes.

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My mother’s will leaves everything to her 3 children. My brother died suddenly — and his wife says she will receive her late husband’s share

'Our spouses are not mentioned in her will and she was not a popular member of our family'

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‘Am I heartless?’ My husband’s business collapsed and we sold our house. He left home to sell real estate, but failed. Should I bail him out?

‘My kids and I actually felt so much more relaxed and happier since he left.’

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My wife wants us to spend $5,000 to attend her cousin’s destination wedding. I don’t want to go. Am I being selfish?

"I make a very good living compared to her, and just bought a very expensive new car."

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‘I feel used’: My partner stays with me 5 nights a week, even though he owns his own home. Should he pay for utilities and food? 

‘He accused me of being materialistic.’

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My brother-in-law is being honored by a charity, but tickets for the ceremony cost $375. Should he offer to pay for my ticket?

"My brother-in-law is on the organization's board and was part of the team that set the ticket pricing."

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‘Her behavior is egregious’: My sister blocked my number. Should I remove her from our $70 family cellphone plan?

'We grew up in a tumultuous household.'

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I’m 46 and a single mother. Should I empty my 401(k) to pay off my house? There’s $128,000 on the mortgage.

‘I currently make good money, and not having to pay a monthly mortgage will help increase my savings.’

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‘I’ve suffered for a long time’: My mother demanded I return my inheritance so she could give it to my brother, who has a drug addiction. What should I have done?

She told me, ‘I can't say no to him.’

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I’m sick and tired of tipping 20% every time I eat out. Is it ever OK to tip less? Or am I a cheapskate? 

‘Over the last 12 months, I have seen my rent go up by 25%. I’m now paying $3,200 for a one-bedroom apartment.’

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‘I married a person who was nothing short of evil’: He has threatened to take my house if we divorce. What can I do?

‘My tenant has not paid a dime since December 2021. He has destroyed the home. He stole my mail, and has been committing credit-card fraud.’

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‘Tipping culture is out of control’: I was asked to tip 15% when I made a donation to charity. When will this madness end?

‘It's not a gratuity anymore, it's become another tax.’

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The cable guy introduced my 90-year-old stepmother to a new ‘friend,’ and she’s gotten fleeced. Am I legally responsible if she ends up destitute?

‘The bad news is she has welcomed this friend back into her home as a live-in caregiver after kicking her out twice.’

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How do we ensure our step-grandchildren don’t inherit our estate? We’re worried our adult children will predecease their spouses.

‘Our son and daughter are parents to biological children as well as stepchildren.’