I am looking for an accountant that is obviously comfortable with real estate and can help me with some structure of my deals. 

First off - if it sold so quickly before in a multiple offer situation then you're talking about a property that obviously has some desirability.

Which (wealth, both, income) do I want/need5) What is my exit strategy Once you have your goals laid out, your path forward will be relatively obvious.

The first one will take 10 minutes to complete, the next 3 will take 10 minutes total.

We are planning to replace them either way (estimated cost of $50k total), but I'm wondering if we should go back to the seller and ask for a credit?

Now we are totally hooked on the idea of buy and hold real estate!

However, if your contract states that the seller has agreed to escrow $x for repairs for which the total $ is uncertain... 

Totally with you on this one.... the Rust belt and northeast markets are some of the toughest on inspections.this person really needs to meet with the inspector and see what she can work out..

I am renting the two units out for a total of $3250, waiting now for the 6 month mark to cashout refi.  

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.