The reason you lawyer was ok with an absolute prohibition on pets is that a service animal is not a pet.

I'd go further on this - send the owner a certified letter afterward restating the entire conversation ("as we discussed today, your company is prohibited from performing work on my property").

I don't know of any law in my state or at the federal level that would prohibit that.

It's when we start getting into doing large projects where the scale and complexity of the project is cost and time prohibitive that it is better to hire a professional that specializes in those things...ie the civil engineer.

Will this be prohibited even though I will owe the place?

I'm sure there are some that prohibit assignments, but in that case, you can always do a double close and find transactional funding.

While in some instances it can be possible to pull the funds together into the same investment in many instances that I reviewed such proposed transactions for my clients they were prohibited. 

The cost of setting up all of these elaborate entity structures and maintaining them can be prohibitive compared to the risk. 

Nothing in the short-term rental ordinance prohibits you from renting on Airbnb to two unrelated people. 

Self direction allows that someone can place their retirement accounts with a custodian, then direct the custodian to invest those funds in anything which is not a prohibited transaction.Find people who are dissatisfied with the returns they are currently getting on their retirement accounts.