I'm just trying to balance this with a lot of the advice here on BP about tenant screening, strict accountability, etc.  

Of course varies by local, but yours is way high and way strict; I have not researched other markets.

And I offered my opinion that such discriminatory programs are the result of shameless vote-buying by our elected officials.I have no inclination or even present opportunity to disobey this regulation.  

You will want to follow strict accounting and banking habits - do not transfer between LLCs directly (use a personal account).Of course, please consult the appropriately licensed professionals and do not rely on my sole advice as I am not an attorney, accountant, or insurance agent.Cheers!

Much like increased regulations, these questions seek little more than to increase the  barriers to entry for the wholesaler. 

If anyone has any advice for me, specifically on additions to the list above and around MA regulations / challenges that make the wholesaling process different here than the process outlined in most of the BP forums / podcasts, please let me know!

None of the insurance companies want to cover a company that is strictly for investment purposes.

I'm strictly concerned with legal stuff and actual timeline of acquisition.  

A modification is a 'new' extension of credit and at the time the modification is executed all compliance and regulations apply to the loan.  

The current lender will likely Not consider financing you, short sale regulation issues.The current bank will require your offer go through the listing agent and Will require you show the ability to buy the property....pre approval from a lender, and perhaps proof of the down payment required.