And also do your own research of comps and provide any comparable sales which you think are more comparable to your house and detail those characteristics, also providing objective data and analyses showing that. 

I think my daughter would object based on how it's too much like Santa Barbara.....too many old, rich people

It's excellent that you have a specific objective and timeframe in mind.It's a great choice to join the BiggerPockets community.

I suspect that's true as far as how to accomplish your objectives, however, the title agent should be able to tell you, if you do as the attorney suggests, can you get an endorsement to the policy rather than buying a new policy.

Trying to get some objective feedback on anyone who has completed a deal with them.  

Our main objective is to generate passive income, and we are less interested in appreciation (nice to have obviously, but cash flow is #1 objective). 

Hey BP,Objective: Find 3/2 in St Augustine, 5-10 minutes from historic downtown, up to 350k, no rehab.Just lost out on another offer last week.

I want to eliminate any potential objection that my lenders might have in dealing with the IRS just because they want to make a decent return instead of sending their money to Wall Street.

Best to jot down your short, mid, and long-term objectives and then spend a few dollars with your accountant and attorney to build your road-map.Starting out, it is often beneficial to hold your properties in your own name (depending on your marginal tax rate).  

But if they respond in an objective fashion, they are more likely to be reasonable tenants.