However, I can still budget for a worst-case scenario if something is uncovered that wasn't anticipated or if the job takes a little longer.

You may have already uncovered this in your research, but should you choose to invest in Chicago, you will be tempted with the double digit cap rates and high returns with properties on the south side of the city.

Lastly, as you can see from the pics we uncovered the original cedar shake siding which is in excellent shape.

Researched uncovered that Accessory Dwelling Unit (ADUs) are allowed in R2.. yet seems to require a $4000 statement of occupancy.  

Your contractors may uncover some additional repairs that are needed that they might have seen when they first gave you the estimate. 

With a little extra effort, you may uncover something that would steer you away no matter how good the price.3) What do I have to offer (outside of $$$)?

I am a newbie and I ain't got the credentials to fully establish my point but what I can say from where I am now trying to get a property, and along with other price s in that zipcode,  the 2% rule works so nicely and glad Brandon came up with the rule, if I am correct.

So nice not to have to respond to and coordinate every call again!

It certainly would be so nice to have that extra cushion or security of that passive/mailbox $ coming in so you can relax and not have to stress all the time.  

But damn the weather is so nice.