‘It all feels impossible’: I’m 57 and on disability. My boyfriend died of a heart attack. Do I buy a townhouse or a condo?

“I can afford a $175,000 cash purchase.”

‘I’m considering driving Lyft part time’: I’m 58 with a $1 million home. Do I finally give up work and enjoy life?

“One thought is for me to stop working at age 60, while my wife continues for…

At least 800,000 Americans are opting out of Obamacare as healthcare costs soar

Published: Jan. 13, 2026 at 10:09 a.m. ET It appears that about 830,000 Americans are no longer…

‘I have an economics degree from a fantastic university’: I’m 71 with $3 million and earn $250K. Is it time to retire?

“I have a home worth $1.2 million and owe $300,000 at 3% interest.”

‘I still have a mortgage’: I’m no longer confident that my costs will actually fall in retirement. What can I do?

Published: Jan. 12, 2026 at 9:20 a.m. ET Dear Quentin, I see a lot of articles on…

‘I would like to quit working’: I’m 65. My son wants to live in my second home for less than the market rent. Do I say yes?

“Our son would like to stay there and start a family.”

‘I have no mortgage’: Is it reckless to cancel my homeowner’s insurance? I can’t justify $4K a year anymore.

Quentin Fottrell Quentin Fottrell is MarketWatch’s Managing Editor-Advice Columns and The Moneyist columnist. You can follow…

Opinion: The elder-care crisis is about to get much worse as millions more Americans turn 85

Harry S. Margolis is a MarketWatch contributor. He practices elder law, estate and special needs planning,…

My wife, 74, collects survivor benefits on her first husband. Can she now claim on her own Social Security record?

“My wife began receiving survivor benefits at age 60 from her deceased husband.”

Social Security crisis could leave U.S. retirees worse off than those in poorer countries like Ecuador and Poland

Things are already hard for America’s seniors. In less than a decade, they’ll sink even further.