As for an appraiser "dinging" value on the three bedroom comps versus your two bedroom comps......you never really know.

The trouble won't come from over leveraging land like the 1970's but over leveraging on equipment that is much more likely to be financing or leased now versus in the past.

Please compare / contrast  the online service called "Landlord Station" or other web based businesses, local companies versus doing it myself.

As for the Vacation Rentals, I have yet to do my due diligence on that versus Long-term rentals.  

There is nothing wrong with a broker/agent running a business and getting the highest and best use of their time.Just like investors brokers/agents look at the business model to determine who are the best buyers and sellers to work with and the time in versus the return out.On the commercial side years ago I used to work on lower value add deals.

You need to calculate the Return on Equity (ROE) versus if you sell it and the Return on Investment (ROI) on the new investment. 

What tenant base are you looking for versus the cap rate with quality and location??

And wanted to confirm hiring someone that does complete rehabs versus separate individuals doing the job?

Depending on what your policy covers, you may want to retain the right to sue versus having your company pay and subrogate.Normally on a complete loss, your insurance company will pay the policy limits.  

The different was "brain equity" versus brawns equity.