Using my HELOC model, I would just write a $50,000 check as soon at the moment the funds are needed since I have the available balance. 

MarketingI go back and forth on whether I think Airbnb can make this a mainstay in their business model.

It sounds like your business model is to rehab and use your purchases for productive use.  

Their business model is in conflict with the owner, so having a PM of quality is of the essence.  

I have a few techies tenants that moved temporarily to TX,FL, so Cal, etc (and temp may become permanent).Also, the tech companies may move their employees to WFH mode, and that doesn't ensure that their employees will stay in SF, since they don't need to.

For some reason this tenant really pushes your buttons, and she's successfully sucked you into nanner nanner arguing mode.  

A car is a mode of transportation- I guess it really just comes down to priorities.

Rather than getting into a defensive mode I made it clear that I was flexible and willing to negotiate and fortunately the tenant was taking a reasonable tact as well, so it was a win/wing all around.

We want to make this process as smooth as possible and try not to affect our current survival mode at home. :) Thank you in advance for taking time to chip in!

You want to make it painful enough (like a parking ticket), but also not so much that it puts them in  'fear' mode.