Would being denied a job based on a back disability because they 'can't lift 50 lbs' be covered under the discrimination law?

Yes; that is grounds for a disability suit (assuming they are a covered employer who is required to accommodate.) Talk to a lawyer.

They need to have the motion ruled on, and they need to win. Then a judgment for possession needs to issue. Then it's a ten day appeals period. ...

How and where?

Ideally your brother would call an attorney. You can also call an attorney and get a personalized form. You can buy the form online, though...

What can I do to appeal the insurers decisions regarding liability.

You (or your insurer) will have to sue the other driver.

Could I get sued for breach of contract by soliciting and what kinds of money could I owe?

You really need to bring your contract to an employer for review. There's too much we don't know: Is it enforceable? What does it require? Etc.

What sanctions are possible if Plaintiff is refusing to answer discovery (Massachusetts)?

Ask for dismissal and costs. You may get them; if not, you'll certainly get discovery.

Liability claim & Landlord issue

It sounds like you have many grounds for suit against your landlord, though we wouldn't know until we read the lease. Contact an attorney ASAP.

Unfortunately yes, in most cases. However, if you've been there for a year since you were an adult then they would probably need to evict you...

I am disabled with MS. I filed a demand letter against the management for discrimination. Received trespass notice from a lawyer

You should hire an attorney. The landlord may be retaliating against you, and/or discriminating due to your disability.

You should talk to a MA personal injury attorney to see if you can sue here, otherwise you'll need to talk to an attorney in Aruba.