I would most likely be interested in renting out multi-family units and would have to use a property management company, since I live outside of Chicago. 

I am still reading through the awesome getting started guides on BP and working out what my strategy is going to be and where my market should be.

@Cassandra AlessioHard money loan could work to change it and then refinance back out of itWhat is purchase price and what is amount your looking to borrow ?

I assume adding an exterior set of stairs is out of the question?

I've reached out to a few individuals on here to introduce myself but am 100% open to recommendations for investors too. 

For the short year I owned it I was lucky and the market was appreciating so I executed a cash-out refi.

Just a heads up.So you calculated out you need  $6 million worth of apartments to hit your goal.A commercial loan may require 20% to 30% down in cash, cash reserves, working capital, and closing costs.You will also need earnest money cash.The lender may also require certain repairs to be done Shortly after the loan is made.The lender may also require the Property to be stabilized as far as occupancy percentage is concerned, leaving little on the bone as far as sweat equity.Good Luck!

You should find out and learn more about it here OR find a mentor OR shadowing someone

I paid cash for the lot and am looking to finance the build through a construction loan. 

I don't plan on buying for another 8 months or more and I don't want them to think I'm just wasting their time but I do want to start seeing which agents will understand my goals and see what kind of opportunities each will send.I'm also trying to figure out if there is a minimum number of units I would need to work with a PM and how to find one?