The reason why is because you can track the transfer of value sent from one address to the next.

Yeah, I would maybe reach out to a couple of property management companies, tell them you're interested in purchasing the property, give them the address or even just the street, and ask what they think they could get for rent.

I'll address each of your points:1) You are correct, if you are listed as an Additional Interest you will get notified that they no longer have insurance and you would need to follow your steps. 

Think of all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

I got 12 letters from 1 person on the same day just with different property addresses that I own. 

Leveraging the former buyer's experience, we were able to get this one under contract below listing right from the start and include agreement for the seller to address some repairs right from the get-go.

Leveraging the former buyer's experience, we were able to get this one under contract below listing right from the start and include agreement for the seller to address some repairs right from the get-go.

There is maybe no better way to safeguard your investment than building equity on the front end by buying a great deal and taking care of the project that nobody else wanted to address..

Be sure to send it back certified mail to the forwarding address they provided, this way they can't pull anything funny on you. 

I try to keep communication lines open with my tenants so that we can try and address issues long before I need to think about eviction.