This would help you get going.You might be able to make these a  little nicer and force appreciation and a little higher rent.Either way rents will go up over time and the mortgage with remain constant.Maybe even make one unit a STR which could see higher income.I'd be ok with break even or a little bit negative on a Quad given you have 4 properties in one.If you're only breaking even you still have depreciation and other tax write off to help you out.I usually make people 3 offers.

Not that I'm a proponent of borrowing just for a tax break, but the interest is a deductible expense. 

I plan to do a 1031 into a new investment property.

Just be sure to be prepared to get legal advice if you run into grey areas that you are not well versed in to avoid legal implications.

The city wants to have "Neighborhood Anchors Points" consisting of Mixed-Use and Retail/commercialVisual of all land bank properties The area I will focus in.A break down of cost to purchase all Land Bank properties on each street. 

The new property has to make $50k plus $12k/yr more than the existing property just to break even.

I wouldn't go into it with any preconceived notions of what the owner's intentions, situation or motivation may be.

@Olivia Blake how much money will you potentially lose by strong-arming a tenant and then having them break the lease early - or even just not renew?

This past summer he got stabbed in the neck trying to break up a fight. 

You are not breaking any agreement if you sell the business, and the Airbnb account is part of the business.