Depending on the size and mix of course, but generally the most critical part that will directly impact your home value, in my opinion, is the commercial; and to be more specific, the retail portion and it's market positioning.

Understandably its not something a lot of people think about but it worked well for us and allowed us to ease in with the guidance of a team. 

That will in turn drive a downturn in prices as the seller’s market eases back some. 

On top of grappling with out of control parties and violent crimes at short term rentals, we have serious concerns about violations of the Home-Sharing Ordinance such as the illegal conversion of our critical affordable housing stock, hosts engaging in commercial activity, and renting out homes that are not a primary residence,'' Koretz said.

While this might not be critical if you’re purchasing an apartment building with many tenants on short-term leases, for multi-tenant commercial properties with tenants who occupy larger spaces, the information you can learn in tenant interviews is invaluable.

I would advise finding a great Landlord-Tenant lawyer in your locale who you can run these issues by to set your mind at ease.

While it is critical to keep personal and business finances separate, there is no need to have multiple bank accounts for one property. 

Hey @Mordechai Chaimovitz - It sounds like you are talking about Chicago's NW side because there are definitely tons of areas in Chicago where a 2 flat can cashflow well.I know for me buying on the nw side was critical to my personal well-being and life happiness. 

That's not a fair criticism of HOAs. 

I  am looking for just the entry level information to start understanding what I will be looking at to be able to explain it to my wife to help ease her when it comes time to start making offers.