It would be best to schedule a call so that these items could be discussed in more detail and provide answers to any additional questions you might have. 

If Anyone has additional information on the Chicago market right now and some insight Id love to talk. 

Maybe you could extend the closings with some additional earnest money (even if you release it) and buy the time so you can simply do a regular 1031 exchange.  

Here are a few additional ideas that have worked for me and others in competitive markets like Austin:Off-Market Leads from Contractors: I had a friend who rehabbed a house in North Austin last year.

Additionally, it's essential to exercise caution with certain hard money lenders, as some may eagerly finance questionable deals with the intention of foreclosing.

Additionally, if the market conditions improve, you might have a better opportunity to refinance at a more favorable rate.5.

However we often find our electricians get more expensive the longer we use them so we are constantly looking for additional electricians.

The refi or additional debt of any kind will impact the current performance of your property I'm never a great fan of selling a good producing property - unless I am certain I can improve the overall performance of my portfolio. 

In my area an  U&O is only done when the house is built or an addition put on 

Recently completed a cash-out refi and want to take that money and buy 2 additional properties (~$200k or less each).