Tenants should pay  utilities - they're consuming those and landlords should 'inspect' what they expect on a quarterly basis and that includes verifying that utilities are current.  

If It is a wholesale DSCR lender that also does TRID loans, they might require a bit more paperwork, such as a VOM, mortgage statements for properties currently owned, and credit supplements on mortgages on your credit report.

Hence the idea of a couple more properties, however, with much more units than I currently have per building. 

Rents currently for $2495/mo.

There are trends that all of us who've dealt with 1,000's of voucher holders have seen.

It sounded exciting for you but it is so far off from your current holdings and managed properties that it gave me pause. 

I am currently living in rental apartment and, I am looking for best strategy for first investment.  

Is it worth talking to someone to start the tax planning convos if this is my current situation?

We have purchased a property for flip that's currently under renovation.

I'm currently going through this with one of my clients.