BUT, How about an alternate scenario?

Recommendations can be short-term uses to bring in revenue while considering long-term plans.The land costs almost nothing to own, so selling is an option but I would much prefer to keep it and generate income from it.

But then I think about other alternative assets like art or gold... you must hire a broker to sell your asset? 

I have a 2.99% 30 year fixed I would do a lease option or mortgage wrap with for someone with a $480K down payment.

A business banking account integrated with options for lines of credit, commercial mortgages, or construction loans can be very attractive.5.

Looking at your whole situation to see if you qualify for a regular loan might be a better option that doing a DSCR.

If you ever want to connect and discuss some of your financing options for your future investments, please let me know. 

For multifamily, generally unit count bucket is going to determine your financing options, the three general cutoffs are:2-4 Unit5-10 Unit11+ Units

BRRRR is a great option here and tons of price points.I like @Jonathan Greene Q - Do you want to move to Chicago are you feeling like you have to? 

Alternatively, there is a category of loans called non-QM.