After meeting with the head of the investment side of the company this morning, he offered to lend us money as a traditional lender or partner up with us as a JV, both with better terms than the previous lender we were working with.

Traditional financing is harder with low income properties; each has such a low price that it's not worth the banks time.  

Helper #2 came in with me and we started clearing a path with snow shovels, garbage cans and respirators.  

A brokerage like KW is about selling property, not employing investors looking to make money that way (as opposed to traditional representation of buyers/sellers).

This is not rent to own at least as what it is traditionally understood to be.  

It was a 2 family, bank owned foreclosure with boarded up windows, etc. so it looked like a disaster from the outside, but was actually not that bad inside (the property was winterized and had no electricity so it was *freezing* whenever we went to see it, and it snowed almost constantly in the ~week that it was on the market, which I think scared off a fair number of other buyers). 

To summarize, spending your rental cashflow instead of saving it like you have been will have no bearing on your taxes, provided you weren't putting some in a traditional IRA or something.  

It's a totally different value to a guest.With your type of property, it probably makes the most sense to market your property through more traditional channels.

@Bruce Clark Essentially what the seller is saying is that the property won't qualify for traditional financing.

A traditional lender (bank or credit union) will account for your monthly expenses, including taxes and insurance on all real property.