My PM company's software system notifies me by email when the tenant submits a repair request (6 times in 7 months).

So yes you do not need to allow accessAlso regarding trees, in most states if your tree falls on someone elses property and causes damage, if it was a healthy tree and due to a storm then you are not responsible, he would need to file an insurance claim. but sending you a bill I would say send it to your insurance company and then they can contact me for mine if they need it.

Have had some initial conversation with a LO with Mortgage Calculator Company, LLC. 

An idea is to use all these storm chasing roofing companies that come knocking after a wind / hail storm. 

Does anyone know of a good company that is similar to REI Print Mails check offer mailer?

I'm a licensed agent, own a property management company and have a great network of contractors we work with so feel free to reach out if you'd like to chat more about this market.

Our company keeps them in the owners' names, but either uses our mailing address or adds us a C/O (care of).We then manage the accounts and pay them for a small fee. 

In house will ALWAYS beat any marketing company.

As long as all the compensation is outlined to the title company and the info is made available to all, it is legal just to be clear.

"Unless the previous borrower requests a release of liability, the servicer must process the following exempt transactions without reviewing or approving the terms of the transfer:A transfer of the property (or, if the borrower is an inter vivos revocable trust, a transfer of a beneficial interest in the trust) to a limited liability company (LLC), provided that the mortgage loan was purchased or securitized by Fannie Mae on or after June 1, 2016, and the LLC is controlled by the original borrower or the original borrower owns a majority interest in the LLC, and if the transfer results in a permitted change of occupancy type to an investment property, such change does not violate the security instrument (for example, the 12 month occupancy requirement for a principal residence)."