The Untold Burden Of Being Your Family’s Financial Provider
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...
Buying A Mansion In Paradise Might Be Backwards
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...
Why Venture Capital Funds Must Get Bigger To Compete
On August 5, chief AI scientist Jeff Dean announced he was leaving Google after 27 years. Google proceeded to lose ~$180 billion in market...
Everybody Got The SpaceX Lockup Expiration Wrong, And I’m Not Selling
On August 6, the first tranche of locked-up SpaceX shares was released. Roughly 911.5 million shares became eligible to trade in a single...
The Stay At Home Man (Boyfriend Or Husband) Is A Great Trend
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...
Why You Need Less Money Than You Think To Be Happy: A $40,000 Experiment
Back on June 30, I published Summer YOLO Fund: Permission To Spend, giving myself explicit written permission to blow through $40,000 in...
Crushing Childcare Costs Are Why Cities Are Running Out Of Kids
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...
A Backwards Tax Identification System For Determining Your Freedom
Ever since two park rangers approached me at an empty public court while I was teaching my own children tennis, I’ve been thinking...
The 10 Most Prestigious Streets To Own A Home In San Francisco, Ranked
Sotelo Avenue in Forest Hill is the most prestigious street to own a home in San Francisco. I know. Someone on Broadway just spit out their...
You’ll Never Be Free From The Government: Introducing The Leash Ratio
There are layers to freedom, and most of us only ever peel back two. The first layer is breaking free from your parents. Some people manage...