Real Estate

I have been a landlord since 2005, the year I rented out the very first property I bought in San Francisco after buying a single-family home. Since then I’ve been through all sorts of disputes. Neighbors texting me that my tenants were running across their roofs during Fleet Week. A heaping pile of trash left

Housing affordability is at a crisis low. You’ve read that headline a hundred times. Either incomes rise or home prices crash to get back to pre-COVID levels. That’s true if you measure a home in dollars earned. It’s not true at all if you measure one in shares owned. Every affordability index compares income to

This summer I toured a couple of 6,000 to 7,000 square foot mansion in the Kahala neighborhood of Honolulu, all in preparation for a potential move in two or three years. We plan to move back for either 6th or 7th grade for our son and 3rd or 4th grade for our daughter, so we

In real estate, money is made on the purchase, not the sale. That means every dollar you negotiate off the asking price is a dollar straight to your net worth. So you need every tool at your disposal: savvy representation, patience, a compelling offer, and yes, even publicly available data that happens to be wrong

The main reason I can’t convince anyone in real life to FIRE is the desire for more. The moment you hit a $1 million net worth, you start dreaming of $5 million. Get to $5 million and suddenly $10 million sounds reasonable. Hit $10 million and, well, why not shoot for $25 million and higher?

After the final day of swimming and tennis at the sports club we’re dropping, I took my kids to an open house in San Francisco. My wife was on a mom’s trip to Napa and I wanted to keep introducing my children to real estate, my favorite asset class. Maybe they might take a professional

In a previous post, I debated whether it’s better to buy a home with a bigger lot or an amazing view. One key point was that unlike increasing livable square footage, it’s nearly impossible to create or improve a view. Sure, you could add a level to peek over surrounding houses. But building a 1,000-square-foot new level

All of us have three main options to profit from AI: 1) Invest in the right AI companies. 2) Work for the right AI companies. 3) Invest in real estate that will benefit from the AI boom. Investing in the right AI companies is easier said than done. The gorillas like Google, Tesla, Nvidia have

If you want to sell a home for a potential maximum overbid, you need something rare. A tasteful remodel with permits helps. A highly functional layout helps. Being in a prime location helps even more. Beyond those three fundamentals, I strongly recommend trying to buy a home with a view and or one that sits

If you want to find better value when buying a house, avoid the real estate frenzy zone. The real estate frenzy zone is the price range where the largest number of buyers can compete. It generally spans from the median home price plus about 50%. This is where demand is thickest, emotions run hottest, and buyers routinely