So, if a tenant broke a window and it cost $300 to replace, you can simply add that bill in apartments.com and that way its all tracked where everyone can see it and track it. 

You also want to make sure you have Replacement Value so that if anything catastrophic happens you can rebuild.

From a pure liability standpoint, is there anything stopping you from QC'ing the rentals to your LLC?

The local casino just replaced free charging with 50c/kwh (4-10x the home price.) when they figured out people were just leaving their car there to charge while they went home.

Twenty years ago I purchased an old car dealership at auction in Bryan, Texas for about 10% of REPLACEMENT value.  

When you go to buy a new set if you have budgeted for it, you can smile and know you got 50% more out of those tires even though you now have to pay a big chunk of money to replace them.

Due to the likelihood of needing to replace AC and/or furnaces in the next 5 years, there will probably be another year or two of near zero cash flow at some point.When I bought these houses, the neighborhoods had a lot of rental homes, but were still desirable affordable neighborhoods.

Completely renovated main level:* Demoed and redid kitchen with new appliances* Refinished floors and reglazed bathroom* Replaced the roofComplete demoed and finished the basement and landscaping* Replaced half bath with full and added 2 bedrooms* Replaced entire plumbing including sewer line* Added second washer dryer* installed stamped concrete patio and walkway plus fence* All new landscapingWhat was the outcome?

Your "goal" right now is to replace your income, but you don't know enough about investing and the risk is too great.

The exterior we removed all sheeting and replaced everything and installed vinyl to update it.