Great thread. Forces me think about my own investment strategy.
TLDR; I may not have million dollar houses but I feel just as wealthy. Invest in things today that will make me feel wealthier tomorrow.
I mean literally tomorrow. Delayed gratification is great virtue… only if I get to enjoy them... Some things are beyond my control, therefore I don't optimize my investments for the long term.
In my case, I arrived in the bay area in early 2012 which was the perfect time to buy a house. If I had bought one then and would have gotten good equity by now. At that time I didn’t want to be held down by a mortgage and wanted to invest my resources into my tech career instead.
Fast forward to 2016 and I had reach a point in my career that I felt it couldn't make me feel wealthier. That was when I started seriously looking at real estate. Again I could have bought a nice house in the peninsula but then I would have tied myself to four walls which wouldn't make me feel wealthier. Instead I bought a house away from the peninsula which allowed me to force some cash flow. Since it can take care of itself with minimal work from me, I'm allowed to move around as I please tomorrow and that makes me feel wealthy! ;)
I've rented a big house before in San Carlos and stayed in many nice big houses through AirBnB so can understand the appeal of a nice million dollar house with a nice curb appeal, big backyard, double garage and the whole shebang. Some people are homies and enjoy hanging out at home so that's a great investment vehicle for them... Just not for me... coz I love heading out, meeting people and flying to other parts of the world. Kinda like @J. Martin. :P
Furthermore I prefer investing in people. Much of my resources has been invested into my wife who have since produced a film, wrote books and did crazy awesome things that no equity in a house can replace. :D
Speaking of cars, I love to drive! Peak hour traffic aside, the views of rolling fog over the mountain while driving a nice car with great music for company is still an incredible feeling. Instead of a gas saver like a Prius, I've opted for a high mileage (crossed major depreciation), not so gas saving sporty 1 series that drives like an M3 on those mountain roads… because I don’t wanna die driving a Prius tomorrow...