We have a team of virtual assistants that are trained to setup and manage short term rentals.

You are not a party and worse case scenario is that the someone inspects the place (unlikely) and does not believe the couch sleeper is a short term guest (how to tell?)

So making long story short they simply covered their *** legally and there is nothing you can really do if your city code prevents you from removing dangerous pests by yourself. 

Do not look for short cuts.

The municipal code in San Jose requires that you live in the property for a decent portion of the year (I think it's 180 days) if you are going to rent out the whole property for short term rentals.

I would not volunteer any information about your property ownership or corporate structure as it is and area outside the expertise of most boarder agents and foisting such material upon them is just asking for a longer sojourn at the border.In short, when asked tell the truth, but only the information sufficient to answer the question.

Keep it simple and short. 

As long as they were all done in a short period of time like 30-60 days of each other, FICO will see it as you are shopping for mortgage.

I can pay cash for it, which is part of my short and long term goal.

For the rest of your life, every time you try to uphold his memory, there's a small sarcastic voice in the back of your head that reminds you that he knew less than nothing about money.By pure dumb luck & juvenile arrogance, I made sure that would never happen, by encouraging my Dad to buy a couple of short sale properties during the crash 8 years ago.