I don't want to be the property manager so I hire a PM team. 

Stop asking strangers on the internet for legal advice, hire an attorney, and put an end to this immediately.This should have been resolved the moment you discovered the unauthorized occupant.

Would you ever suggest hiring someone to scope the property and/or take pics/vids of the property before the contract is signed during situations like this?

I think some people would hire a GC to set a toilet.

You might be able to hire a landscaper person to clear the roads for you.  

If you plan to hire a rental broker have you consider how the debt service coverage ratio might be effected by paying a one month broker fee

I would love some tips on how to book keep effectively when you aren't big enough to hire a book keeper but want to keep your finances straight for the accountant come tax time.  

For many people, hiring a PM is the better choice and that it totally fine.

I'm aware of the 203k loan, isn't it true that you have to hire contractors to do the work for you?

I will then hire my wife as a manager and pay her 10% of the gross rent of the properties in my portfolio.