Then a traditional rental once you move out, assuming you will rent the whole house.

You don't have to tweak much to take a traditional LTR lease and make it fit an MTR or month-to-month setup.

Why not just get your license and sell real estate the traditional way?

When i signed up, I couldn't find any reviews on BP and I hope this helps people make the right choice.1. they make it sound like they do a lot more work than they actually do.

Typically they are not eligible for traditional financing which implies other funding sources (HML, private Monet, self funded, etc).  

If multiple choice isn't your thing. ☺ 

If traditional banks aren't providing favorable terms, consider alternative lenders like HML or PML.  

I just have no idea how the contracts work, financing options outside traditional, etc. would love some help.

Your worst-case scenario (not specific to MA) would be having to sue to get them out as a holdover, but this is really reserved for worst-choice scenarios when owners choose the first renter or don't do any due diligence.

This way, Tenant A gets a little financial "help" beyond their actual expenses and for Tenant B, it's a total choice to take advantage of a W/D or not.