David also personally handpicks the advisors for his group and ensures that they meet his high standards and offer quality investment products to his community. 

Consequently, they may shift towards commercial loans, and most underwriters will scrutinize the property's Debt Service Coverage Ratio (DSCR) and performance alone, without relying on external sources.

. :)He seems to be doing compliance issues as an outside/external audits

very impressive, Did you knock out external walls to add your extra bed and bath or did you just re-work the existing footprint?

-What other externalities might you be personally wary of in a market?

I'm not saying it's absolutely necessary, but start with your internal questions first before deciding on external thing such as market locations, property income, etc. 

I'm just transferring money my personal account to my business account because I have them linked as external accounts.

You should lookup "external locus of control". 

What are some alternatives to scraping these sites with an external tool?

I would find out through administrative personnel in your office or my own research if it's a matter of broker's policy or external rules.