If your title company pretty much does residential real estate and single family transactions, I would use someone else, because this is a very form driven and procedural transaction, And if the title company doesn’t know what they’re doing, they can easily screw this up.

I work in the dental field and I would like to have a side job in RE.

That's just not standard operating procedure.

If your procedures cause a court to break the veil of the corporation you could be personally liable.

Take a look at the lease agreement and go over the move out procedure expectations in terms of cleaning and damages. 

If you do move forward with an eviction, you'll have to abide by the letter of applicable laws, which include the Illinois Code of Civil Procedure as well as municipal laws within the City of Chicago (or whatever municipality you may be in).

What is the best procedure to calculate arv when analyzing a potential BRRRR deal?

the lawyer i spoke with described this procedure as short-sale but I have learned of a different procedure when it comes to short-sales.

Procedures will change a bit if you plan on renting these homes out 100% of the time, versus selling them for cash or payments. 

@Angela SmithI’m sure it varies by location and landlord procedures.