It's a matter of preference but I have seen a lot of owner operators your size and bigger using Buildium.

Then the debts are "Omitted".This is usually more beneficial for a person who receives W2 income from an employer and wants to exclude their W2 income from being hit by the credit cards, automobiles or mortgages being paid out of their business checking account.There are also ways to gross up some of the income but some lenders have overlays and hit you with things rather than allowing add backs.

Depending on the size of the project - that can eat up a descent chunk of money.  

If you look outside city limits make sure you do some research on the septic system, your lot size, if you even have room for a backup field , the ability to replace septic is becoming a real issue statewide. 

I might pursue the tenant if they have solid employment. 

LOL, though size of the house is related to rent and the number of things that can go wrong).

Today we invest 100% into Roth contributions so there is no tax benefits to diverting the funds I would just be giving up the $7K a year employer match.

Sellers will be paid to employ a bevy of tactics to undermine, hard negotiate, and undersell to unknowing buyers. 

They consider factors such as property type, location, and size.

How many townhomes can fit on the site, assuming 1,850sf unit sizes?