You don’t fly New York to San Francisco. You fly Cupertino to Driggs with three friends. The point is connectivity between unconnected points; similar to why we drive private cars.
Also, the article’s entire point is flying is unnecessarily expensive in the birthplace of aviation.
Or fly to Vegas in half the time as driving or fly to Catalina Island which you cant go to any other way than ferry
If you have the skills and equipment, it might well be worth the $900-$1700 or whatever. You're also potentially taking 3 other people, and luggage, and avoiding the costs and headaches of big commercial airports and airlines, plus TSA etc.
Spending over $1700 (thats just fuel, add probably $900 for the oil/maintainence, $100 for landing/tiedown fees, $200 for a hotel...) for the luxury of not spending few hours in an airport would certainly be rich