If she did her job well and got a good a tenant, all she will have to do is a regular inspection, collect rent and pay you. 

I will not be conducting any business in MA just collecting checks as I will have a property manager managing the property in NY.

Do I report the full amount I am "charging" and then somehow show that I collected less due to the discounts?

"As a third-party online payment facilitator, Innago is required to collect tax information for any taxable entity that receives more than $600 in payments.

While doing it on your own is good, I think you might be missing out on many opportunities to save or restructure your business and how you collect income.

Pay off the 700k bridge loan and you collect 125k of your 150k back so you'd leave 25k in.

You get the write off for the repairs and still collect 100% of the rent so there’s no question down the road about gat happened to the missing rent.

Third, I'd like to know what data I need to collect in order to write this off on taxes.

As consideration for the loan we are providing and to secure your obligations under this Agreement, you hereby grant to us a security interest in the following property (collectively “Collateral”):all consideration received from the collection, sale or other disposition of the Collateralized Goods, including any payment received from any insurer arising from any loss, damage or destruction of any Collateralized Goods and any other payment received as a result of possessing any Collateralized Goods, or any other proceeds of Collateralized Goods."

Would one - most senior tenant - be responsible to take care of the utilities, collecting payment from other tenants?