And we're wary of those who want to overbuild and overpopulate; particularly when those coming in do little to contribute to our tight knit communities. 

In the overall Bay Area, housing is super tight, so extra rentals is an increasing business.

Is he good with deadlines?

They know what people are willing to pay especially in the area of your property.I would not worry about finding qualified renters, the community is such a tight knit community   that people are looking and wanting to live in Dearborn.

So the nightmare scenario is a huge set of fines rendered long after he's gone & I have no leverage to get recouped.Any advice on how to get the HOA to meet a deadline for a fine decision when there is nothing in the bylaws compelling them to?

Thanks, I am going to go with the advice someone gave me to barter since cash is tight, I know a great photographer who probably would be interested in a stay of a few days in exchange for photos.

What is the deadline for late payments?

@Aaron Wade I want to attend, the time may be tight for me.

The inventory in this market is tight.

And then be disciplined with the execution so you work to your deadlines and budget.Credit Card debit would be a much more expensive option.