Basically, how many people I can rent my condo to with individual leases without violating any potential law?

Under what violation?

I know Massachusettes has pretty specific laws against charging any type of app fees, but not sure what this means in terms of what can be asked on apps, outside of any obvious questions or statements which might violate FHA law).

Subsidized rent would also be exempt.The bill also would require most landlords to cite a cause, such as failure to pay rent or other lease violation, when evicting renters after the first year of tenancy.Some “landlord-based” for-cause evictions would be allowed, including the landlord moving in or a major renovation.

@Amir KhanNearly every deal I do violates that formula.

You can also check zoning, lookup permits, violations, etc. 

Make sure it explicitly explains the process for termination if you are unhappy with their services, but especially if they violate the terms of your agreement.3.

I know of a lender that may be able to help you but I'm not clear if posting that info violates forum rules?

YES (Details are attached)______ NO12) Violations - Are you aware of any violations of governmentor assn rules or regulations pertaining to the building?

It's always the tenant, never the landlord, that wants to violate the lease.You are going to have issues with this tenant.