This allows both parties to discuss expectations and ensure alignment.

As long as both parties know the risk it's up to them to act accordingly. 

Additional insured is more about extending liability coverage to a third party like a property manager.

Yep - this should be everyones "bread and butter" find a true partnership and keep it running and make it a win win for both parties. 

The "learn from someone experienced" part.  I

I feel so late to the party, but also so thankful to have found Bigger Pockets while my wife and I were presented with a big (to us) multifamily opportunity a few months ago.

While one agent is out partying, slacking, or maybe doing their other job because they're not all in on being an agent - another agent is working, easily reachable, or willing to do what they're supposed to do. 

The hard part is looking forward to the future to predict your actions and when they may occur. 

If they reside in New Orleans, where we are, we decline, because it will most definitely be a party in our rental.  

Consider having a nice cook out at the property (like a house warming party in a sense - try to get all neighbors to come to it so you can get to know them and they can get to know you.