We plan to manage them for the first few years but not too long down the line I'd consider a property manager.I've been chipping off a thick 70's texture from the walls and we just discovered a badly rotten sill plate so I'm thinking less about granite counters today :) Still on that note, it's a very tiny kitchen so it seems worth considering for $1,400 installed.

Through research I have decided to put each property into an LLC due to the incredibly tiny risk that the title transfer may trigger the due on sale clause and the large risk that a tenant will sue sometime. 

Get rid of any broken screens or chipped paint for a fresh look to your home’s exterior.

Keep the condo long term, as it will go up in value again with the next Bay Area appreciation wave, and the rent will go up too, and then you’re cashflow positive, have tons of equity, all with a blue chip asset.

I can personally chip in ~$300K cash to start with. 

I currently have a tiny home in GTA, on which i've been accelerating mortgage payments to pay off 10 years ahead of schedule.

It is a pretty tiny home, so I'm being a little conservative on the estimate.

We are about to sell our small ranch in Danville for $1.2M so we can cash out our chips from the past three hacks. 

I have been dabbling in the tiny house market for the last couple years and have had great success with it.

There is a reason why blue-chip properties in NY, LA or Boston will always be in demand even though they might yield less income (on a % basis).