If at least one person is going to be working from home, an office setup may be desirable, although a lot of people prefer not to be glued to a desk and like to move around the home as they work.

VA property standards will apply here, and commercial real estate tends to be more beat up than residential in general, and on top of that high vacancy real estate is also almost always beat up real estate that has been poorly managed and maintained for several years.

Am I looking at the wrong type of person for the job and should be focused on handymen instead of property managers? 

Michael,You have a few options for one you can get a personal loan up to $50K to consolidate highest payments lowest balances to help DTI.

You have to determine what is the quality of person you are trying to collect from.  

We recently moved a property into our LLC from a business partners personal loan.

I would like to work with more private money lenders because the costs can be a little lower, when there is not as much overhead involved, such as their office space, HR person or department, payroll processing, etc.

Many DSCR loans come with standard 2-3-5 year Pre Payment Penalties, borrowers usually have the option to 'buy out' of these penalties upfront with points or by accepting a higher interest rate.

I am based out of NYC, but am currently active in the WNC market and I travel down quite frequently so would be interested in attending in-person events as well.

As for marketing Furnished Finders is the gold standard for MTR.