What are the potential legal issues surrounding lunch meetings?

More information is needed. What kind of non-profit is this? What type of business do you engage in? What do you typically discuss during...

What should I do?

Just pay her the prorated portion of the rent and be done with her. BUT - be sure to have her sign a receipt stating that she has been made...

What does your employment contract say? If you do NOT have an employment contract, then your boss can arrange your schedule as he sees...

What best can I do concerning this matter?

Is there a court order permitting your attorney to withdraw as counsel of record? You need to make that happen.

Likely ruling re sale proceeds share in light of $100k neg equity spec; would court order plaintiff to pay half all loss

There's a lot going on here. You DO have an attorney, right? Ask your attorney.

"I filed a cancellation action with the TTAB against a trademark that I'm pretty sure isn't used at all by its owner.

How old is the trademark? How do you know that the owner isn't using it?

Is he required by Az law to maintain my health insurance until the divorce is finalised?

Not if you have not established residency in Arizona yet. Also, it all depends what the marital settlement agreement says.

Are three consecutive discovery requests in a week too much?

Nope. I am only writing more to meet the minimum character requirement for responses.

Is it possible for me to speak with someone about altering my plea bargain if I have a lawyer?

Then fire your lawyer if you are unhappy. And then see how far that gets you.

What do I do to stop this?

You need to send them notice IN WRITING. If not, they will deny that you ever called them.