My husband died suddenly last year after a short illness — can I collect his Social Security and my own at the same time or would that cause problems?


Janice’s husband died suddenly last year after having a stroke. The couple were a few years away from retirement. Janice, 62, was waiting to claim Social Security at 65 when she’d also be eligible for Medicare benefits. Her late husband made more money over the course of his career, so he would have received a […]
I’ve worked for the county for 10 years making more than $100K with a pension — but I hate my job and dread going into my toxic workplace every single day. Should I quit or just tough it out?


For almost a decade, Joe has worked for the county, pulling in an enviable salary of more than $100K a year. Not only does he have job security, but he also gets generous vacation time, health insurance and a pension. His friends and family think he’s got it made. But every morning, Joe dreads going […]
He gambled away $35K, she covers all the bills — Ramit Sethi weighs in on couple’s messy ‘mother-son’ money dynamic


Money can be a source of conflict for couples — and it’s not just about who pays for what. In some cases, dynamics can arise that fuel resentment and erode trust. That’s the case for Taylor, 29, and Hayden, 25, who sought help from Ramit Sethi on an episode of the I Will Teach You […]
My landlord just offered to sell me the house I’ve been renting for 2 years. I ran the math and a mortgage will only cost me $30 more per month — is this a no-brainer?
Imagine this scenario: Beth is 36 years old and has been renting throughout her adult life. For the past two years she’s been living on her own in a three-bedroom rental she feels could be her “forever” home, located in a neighborhood she loves. Recently, her landlord offered to sell her the house and she’s […]
Friends with benefits: These 2 Chicago couples pooled their money to buy their ‘forever home’ together — what’s behind this ‘transformative shift’ in how Americans approach homeownership


When Austin Mark and his husband, Bryan, moved back to Chicago from the West Coast in 2024, they wanted to buy a house. They also wanted plenty of living space. They were able to bid on a bigger home, and put down a bigger down payment, because they teamed up with their friends, Nate and […]
I’m 54 with Stage 4 cancer — I don’t know how long I’ll be able to keep working but I want to make things easy for my 2 college-age kids. What do I need to do to get my affairs in order?


Charlotte, 54, was recently diagnosed with Stage 4 cancer, which means the disease has spread to other parts of her body. She doesn’t know how much longer she has, but she wants to get her finances in order while she can. She’s currently working full-time, however, as her health quickly deteriorates, she’ll be quitting soon. […]
Residents of this Las Vegas senior living complex say they’re feeling ‘overlooked and abandoned’ — why so many older Americans feel they have to choose between financial and physical security


Residents of a Las Vegas senior living complex are urging management to take action on what they’re calling unsafe living conditions. “We feel overlooked and abandoned,” residents of Acapella Senior Apartments wrote in a letter to corporate property management firm Ovation. In the letter, they complain of lack of security and unsafe living conditions. Retirement […]
I’m 72 and rely solely on Social Security to survive. I always dreamed of leaving my home to my kids, but with $77K in credit card debt and mounting medical bills, is selling my only option?
Imagine this scenario: Christopher is a 72-year-old retiree with multiple medical conditions that limit his mobility. He has no retirement savings, so he’s living off Social Security alone and supplementing this income with credit cards. But now he’s racked up $77,000 in credit card debt and faces some hard choices. Don’t miss Thanks to Jeff […]
This couple’s toxic ‘mother-son’ dynamic is ruining their finances — and Ramit Sethi blames their pasts for derailing any real future together


Money can be a major source of conflict for couples, and it’s not just about who pays for what. Sometimes, deeper dynamics can fuel resentment and erode trust. That’s the case for Taylor, 29 and Hayden, 25, who sought help from Ramit Sethi on an episode of the I Will Teach You To Be Rich […]
I’m ‘medically retired’ at 54 and considering moving to a lower-cost state. What else can I do to financially adapt now that my retirement timeline has shifted?


If you’re “medically retired” it means you’ve had to leave the workforce early due to a long-term or permanent disability. Don’t miss Thanks to Jeff Bezos, you can now become a landlord for as little as $100 — and no, you don’t have to deal with tenants or fix freezers. Here’s how I’m 49 years […]