I still have a hard time understanding how this business model works for them, but perhaps that upfront fee covers for lack of deal flow (?) 

Would it be reasonable or unreasonable to tell our tenants they need to cover the cost of the repair, several months after we had told them this guy would repair it for free?

Lenders typically allow borrowing up to 80% of the home's value, which could more than cover your renovation costs.Fix-and-Flip Loan (Hard Money Loan) – If you’re planning to sell quickly, a hard money loan could be a good fit.

If they notice you have another house and your debt to income can't cover it.

At $2450, it will cover those expenses.

If the water bill is $100 a month, increase the price by 20% (or whatever you decide is fair) to compensate you for the time required to split and bill and to cover additional use when tenants squander the utility.

I want them to see the total picture and then keep whittling down to where they get close to say a 5% error rate. 

Snow plowing is an emergency service , we are on call 24/7 for the entire winter , the prices you pay cover the salt that we stock , the prep for each storm , the desalting of the trucks , the overtime .

Can try to reposition to Class B, but neighborhood may impede these efforts.Vacancy Est: Historically 10%, but 15-20% should be used to also cover tenant nonpayment, eviction costs & damages.Tenant Pool: majority will have FICO scores of 560-620 (approaching 22% probability of default), many blemishes, but should have no evictions in last 2 years.

Take some pictures of the house and the condition it is in.