Family Finances

I wrote this post because I needed a kick in the pants. I was finishing my fifth straight day of seven to nine hours of nonstop childcare, plus three posts and a newsletter, and I still had four more days to go. My wife and I were both sick, but she had it worse, so I […]

Something funny happened after I spent $3,000 fixing up my 2015 Range Rover Sport. A 2026 Range Rover Sport in the same black on black with only 905 miles became available. It was the perfect setup, because buying a brand new car is a serious waste of money. When you’re the family’s financial provider, your

According to an Indeed Hiring Lab analysis, women now hold more payroll jobs than men in America. It’s only the third time this has ever happened. The first two times, during the Great Recession and just before COVID, the gap snapped back once construction and manufacturing started hiring again. This time looks different. Between February

I write before my kids wake up and after they go to sleep. That’s the arrangement. It means I’m free during summer, winter, and spring breaks, along with weekends, which is the whole point of building a lifestyle business in the first place. I gave up a handsome paycheck for the ability to always be the one

One of my biggest fears as a parent is raising kids who can’t launch into adulthood on their own. My hope is that by 26, three years after college to find their footing, they can support themselves without my money. If they can’t, I’m afraid I’ll feel like I failed them as a father. So

Back in 2018, I wrote that households need to earn $300,000 a year to live a middle-class lifestyle in an expensive coastal city. The internet was not pleased. I was called out of touch, delusional, and a few other things I can’t print on a family finance blog. After having a second child in December 2019, I

With the World Cup on, I’ve been thinking about all the parents currently spending $3,500 to $7,000 a year on travel league soccer, dreaming their child might one day wear the national team jersey. Some elite club families are spending $8,000 to $15,000 a year once you add tournament travel, hotels, and private training. Watching

This past Father’s Day, June 21, 2026, I had a choice to make. I could play pickleball from 9am to 12noon at an indoor club called Flyte, a 30-minute drive north. Or I could take my kids 30 minutes south to the Bay Club Redwood Shores for swimming and tennis and pickleball lessons. For over

Growing up, my dad would grab a quick breakfast with us before vanishing into the workforce. He’d resurface after 6pm, visibly depleted. The highlight reel of my childhood memories: throwing a ball around the backyard, some genuinely fantastic family dinners out, and the times he watched me lose tennis matches and declare, “you’re just not good

After publishing my piece on the shocking cost of eldercare, a question kept nagging at me that I couldn’t shake: when money is finite and the people you love are not, how do you decide who to help or save first? A $230,000-a-year group home in Hawaii for one person. Four parents to potentially care