If the annual billing was not provided in those XX days, I don't think contractual law will allow you to go back and provide them with all 4 annual statements, at least 3 of which were not provided within XX dates.Somebody is eating the money here and my bet is on the property manager from a contractual point of view, but in reality will probably end up being the landlord.

I would say I'm a cautious investor so I want to hedge my bet as much as possible.

I personally can not stand the sound of the floating floor, i have not found one yet that does not sound "hollow" when you walk on it. your best bet is glue down or nail down, you can buy 3/8" nail down flooring, and as mentioned by @Jon Graham  some of the engineered wood have a thick enough top layer to be able to re sand it, do your homework on that.

That entire 1099 would go in PM's income column, and what PM paid out to the vendor would go in PM's expense column.

You are essentially betting on the US economy.Obviously, if you see another Mar 2009 scenario IN ANY MARKET, and develop conviction, go in with everything you have got :)

Bet the winner hadn't seen the inside.

I'm not a betting man, but if I was I'd say they homeowner is trying to pull a fast one.

I notice that on wholesaling calculator on this BP, there are section for "estimated repair cost" and under that section, it has Exterior Repairs: Roof, Concrete, Gutters/Soffit/Fascia, Garage, Siding, Landscaping, Exterior Painting, Septic, Decks/Porches, FoundationInterior Repairs: Demo, Sheetrock, Plumbing, Carpentry, Electrical, Interior Painting, HVAC, Cabinets/Countertops, Framing, Flooring, InsulationGeneral Components: Permits, Termites, Mold, MiscellaneousWould this be good enough (complete) list in which I can represent this list with (columns of labor and material costs) to the general contractor and be assured that I would be able to get a good ballpark precise range of estimated repair value that would be valuable to the end buyer/flipper? 

I bet I regularly work 80+ hours a week right now and love every minute of it.

If you're looking for theories of money management that could work that require more attention and judgment, that might work if you do something, my bet is that your interest only plan will fail in reality,.