Put the answers together and post on Classifieds Forum.Feel free to post answers here for additional constructive feedback:)

In trying to be more helpful, I came up with two additional ideas:1.

My best understanding from talking to reps is they have one local employee (in addition to vendors like cleaners, landscapers...) per 10 listings/properties. 

I don't have the 10% for the down but thinking of using a HELOC to get the money and then add it into the calculator.

Charging an additional 15% seems a little ridiculous.

You may not be able to break the contract this year but would recommend getting additional estimates going forward if you feel it is expensive.

Westchester, although one of the hottest markets, has a ton of upside with opportunities for both cash-flow and equity. 2-4 family properties in Westchester are the 2nd most affordable in the NYC Metropolitan area (next to Suffolk County) making it easier to find cashflow opportunities when compared to the boroughs and other suburbs like Nassau.A client of ours in Westchester recently purchased a < $800K 2-family with a detached 3-car garage which brings in additional rental income - from a local business owner with commercial vehicles.

If you currently rent for $2,500 and take the $1,750; you have additional positive cash flow of $750 for your rent situation.Have you thoroughly looked over the capex potential issues? 

Ask whether or not the insurer is licensed as a foreign or non-United States (alien) insurer and for additional information about the insurer.

We also require that we be added to the contractor's insurance as Additionally Insured, so we're covered if they cause damage or liability issue.3) If the property is occupied:- One of our people MUST accompany their person (and we charge for this). --- We were sued many years ago, along with the owner, because tenant claimed owner's contractor sexually assaulted them!