Seems that a MIL suite would attract buyers looking for a space that they could either AirBnB/VRBO, house-hack (off the books, roommate-style), or put a genuine in-law into, depending on what stage of life your buyers are in.

A little background: I'm 36, married with a 4 year old son who has high medical bills, and a little lady due in March 2021.

I’m fortunate to come across you ladies and gentleman on this forum.

If its not a huge rental market, your rent needs to be much lower to attract renters.

Using leverage will make most deals more attractive.

Having $12K gross coming in from other tenants could be enough to cover a decent amount of your housing expenses and have your tenants pay off the majority of your PITI; therefore helping pay down your principal which builds your equity.Something walkable to restaurants/bars and close to all of what the Bay Area has to offer will be your best chance of attracting strong tenants with stable incomes and rental history.

Take out the bad/unattractive stuff and put in the good/attractive stuff

All that does is attract people from other apartment complexes that don't even live there to play hoops.  

The attraction to flipping is that you can make a lot of money in a relatively short period of time. 

I am more attracted to the SF with permits, found one recently close to Ali Dr just over $700k that had a permit.