Ultimately its hard for me to determine the value here with the data I already have and wanted to make sure I am not missing anything

The people you surround yourself with will either propel you or hinder you, the choice is ultimately yours to make.

Do you have standard property insurance for your houses since you are leasing to the organization that would ultimately carry the insurance for operating the sober house? 

Your success in real estate will be determined by you ultimately.

It's crucial to understand and follow local laws regarding deposits, documentation, and timelines.A local property manager I knew had a lot of questionable and shady practices, but the one that ultimately led to his downfall was poorly documented and unjustified security deposit reconciliations.

Ultimately, structuring future purchases under the LLC can streamline tax reporting and potentially allow for more deductions and tax benefits if the LLC grows and qualifies as a separate business entity.The lender will not directly finance property in the LLC most of the time.

Start by reading the Ultimate Real Estate Investing Guide: https://www.biggerpockets.com/guides/ultimate-real-estate-investing-guide/introduction2.

Start by reading the Ultimate Real Estate Investing Guide: https://www.biggerpockets.com/guides/ultimate-real-estate-investing-guide/introduction2.

As a novice manager and ultimately new to the processes as a whole, any history of eviction that is recent enough to be on-record (last 7yrs) is scary enough based on precedence alone... 

You have ultimate responsibillity for what is reported on your return.