Hard money is almost all asset based and can help you to assure that you have a good deal.

What is your background in ADA compliance? 

Units or additions or conversions without permits will automatically be considered substandard housing......until proven otherwise,  If reported to the permitting dept. or code compliance the burden is on the owner/landlord to permit after the fact and/or modify in order to get it permitted.  

I would hire an attorney to handle all of my loans or take them through a title company make sure you are in compliance with your state laws and follow the three C's of money lending:CollateralCharacter of borrowerCapacity to repay

Therefore if i were to offer my 5k, there is no assurances that both tenant leaves as planned for the cash for keys.

The attorney can also advise you about the security deposit issue - if you are in compliance or not and what to do about it.I don;t know how they already hired Mass Legal Aid.

The Licensed Electrical Engineer will submit new Electrical and Circuit Drawings (Electrical Circuit Design), Load Calculations, Bill of Materials (BOM), and other required pertinent documentation specific to State Building Codes, in addition to environmental, fire, and hazard documentation and compliance reports within NEC, NFPA, and NEMA codes for permitting.

Try to get a compliance while they are not there the 5 days?

If you can't do it as he suggests or even in the interim you might enforce against non-compliance by serving a cure or quit notice.

I think you can rest assured that there isn't anything in that program that cannot be learned here.