As to small multi-family possibly not appreciating as much as single family, consider an exit plan of converting units to condos, so they can be sold individually.  

-Mandates that even if the tenant is given proper notice, if a landlord renovates, converts to condominium or demolishes their property within 3 months of the tenant moving out, they will have to pay the tenant a $2500 relocation fee.Cast your vote against here... https://www.votervoice.net/ILRealtors/Campaigns/74776/RespondThank you for your support.

You could possibly get coverage on just the occupied units for now and a special coverage for the one under construction, and then convert that one to the same “occupied/rented” policy as the others once completed?

It's a 2/1 property and I will be converting it to a 3/2 property.

Cap Hill is a huge hub and I don't think you'll have a problem finding tenants and I'm sure your mortgage is already cheaper than any rent you can charge in the future.I have been converting my current residence (live-in flip and hold) into a 2 unit.

Eventually after 10 years of you don’t pay it back it converts to Principal again.

I have an AS is contract signed to purchase a 1925 bungalow that has been converted to a duplex for a buy and hold investment. 

When a gas grill craps out, convert it to charcoal using a welder, angle grinder and iron. 

I'm hesitant to convert the whole house to luxury vinyl. 

He knows it’s not the best way to utilize his income, so he’s open to other ideas.I have been studying hard to help him convert his portfolio into MFH and to buy more apartments to get better returns using the bank to leverage his money.