@Gabe Cinquepalmi, thank you for the great overview.  

Nothing in particular, just general comprehension.

The better ones have a comprehensive program but some of them are so serious it feels like a job.

It's very comprehensive.

Here's an overview of the concept; I'm not a lawyer and there are many fussy steps needed to make this work right.You set up a land trust and transfer property into it (just like you can if you have a living trust used to avoid probate).

Airdna has arguably the most comprehensive STR data available and with their new partnership with HomeAway/VRBO, it's even better than before.  

Their reports are detailed and comprehensive including credit score, rental history, criminal record, income verification, etc.

We wrote a comprehensive review about Reonomy on our blog at KineticBridge.

There are a lot of great options out there; aside from providing the basics (ie. listing tool to get the property published to 10+ major sites, scheduling tool to schedule viewings, tenant screening with comprehensive applications which include nationwide criminal background checks + credit checks + eviction history, digital lease creation tool, rent collection tool, and maintenance tracking tool), some services also offer your tenants additional capabilities which makes it an easier sell on your end when getting them to transition over (ie. their ability to report on-time rent payments to the credit bureaus; this can create an added incentive for making sure they pay that rent on time).

https://www.nolo.com/legal-encyclopedia/overview-landlord-tenant-laws-massachusetts.htmlhttps://www.mass.gov/guides/the-attorney-generals-guide-to-landlord-and-tenant-rightsIf the tenant does not want to cooperate, contact a lawyer immediately to find out how to proceed.