My only buddies that really retire are airline pilots .. or traffic controllers..

My fiancé and I both work in the airline industry and could easily find tenants.

I have access to the airlines GDS system and I frequently use that and find cheaper tickets.

You can take the covers off and clean/vacuum off the heating elements as they accumulate a lot of dust. 

My girlfriend and I both work for major airlines.

I'm a Baggage Handler for a major airline at LAX.

I enjoy my job so I'll probably stick around at least until I can retire with flight benefits (I work for an airline).

I remember walking into my friend's house for the first time (his dad was an airline pilot) and saw a bookshelf full of books.

I work from home, so I don't go out for coffee or food (except for pizza Friday's)I buy work dresses on Amazon for like $30But I am very aware of my time and outsource many thingsfavorite purchase this year was my robot vacuum I take 6-8 weeks off for vacation a year and don't cheap out on itI get massages twice a month because it relaxes me and makes me happyIt is all about balance. 

Same with airline pilots those are some pretty savvy investors and they do well if they have not been divorced to many times :) End of the day Family office wealth from what I see is usually created by owning a business for a few generations, taking some idea public .. and real estate is a something to diversify into.. although of course there are many many very wealthy developer and commercial asset folks.. not so much in the SFR realm as its only been the last 20 years or so that the idea of stacking up SFR's has come into vogue.. of course if you bought SFR's In the SF bay area in the 80s and have more than 10 or so and did not leverage your net worth is north of 10  million on just ten SFrs