She is wanting us to buy it as she needs the money for health care ( and keep the property in the family).

I've been told I should do that anyway for health safety.

By day, I’m a project manager at a health technology company and outside of the 9 to 5 I️ own two rental residential properties.

I also never understood the mentality of a non-licensed person representing themselves as a buyerIt is free - the seller typically pays the commission to both agentsThey can't get paid because they are not a member of the MLSEven if their state allows dual agency, you get limited representation by having the seller's agent work with you, they literally cannot offer you any advice and they get 100% of the commission, so it is not like you will get a lower priceYou will probably lose more money on mistakes than having somebody who has done this 100's times guide you through itIt is literally free hand holding and education for first time investors 

Abundance mentality is key in this business.  

You need to have them fill out this form, http://www.mass.gov/eohhs/docs/dph/environmental/s...Once it's signed you need to have it filed with the city board of health.

I am a working professional in a fairly high paying sales job and have mentally committed to taking the plunge.

That's a persuasion technique called "thinking past the sale"  Get the other party to think about what things will be like after the sale and it mentally moves them to a place where the sale has already occurred thereby making it an easier decision to accept the sale. 

Health Insurance what does everyone do when they are doing real estate full time, for Health insurance.

It's powerful information and provide you with insights into the financial health of your business that you won't be able to see by tracking bank balances.