If you're going to use the Schlage Encode in a coastal climate, add a homemade gasket to inside and outside of lock to prevent condensation that ruins the electronics.

Installation of Navien combination boiler / tankless water heater, air handler with ductwork for two-zone HVAC, outside condenser, and Fujitsu ductless minisplit in family room on slab.Installation of 500-gallon liquid propane tank underground and convert from oil to LP.Installation of 1,100 SQFT of 5" x 3/4" French Oak Pacific Grove hardwood flooring with new OXB underneath.

It's a common tactic in book publishing these days, just like Hal Elrod's 50 different versions of "The Miracle Morning" which could easily be condensed into a 20-page pamphlet but instead he takes the same information and "customizes it" for single moms, Christians, plumbers, people missing more than two fingers, etc.If you haven't read any books yet, I think you'll do fine with Brandon's latest or his original since they both contain the same basic information.

Roof replacement within the next 5 or so years, and a new AC condenser by Spring 2023.

One of my rental units had it in the closet and one of the lines going to the unit was not insulated and was dropping condensing water on to the sheet rock slowly.  

In a multi its not just installing the condenser, coil, and furnace. 

Your inspector will also be able to estimate the remaining useful life on major building systems (furnaces, AC condensers, roof, water heaters, windows, etc).

I would also add that on the SUCI website meetup page (https://www.straightupchicagoi...) there is a condensed list of Chicago specific REI meetups.

A radiant system is also suitable for connection to solar thermal hot water, so you could effectively heat the house with solar energy (not to be confused with photovoltaics), using a tank or in-line water heater as your backup heat source.The boiler itself, if it is a newer, direct vent, condensing, natural gas unit, it could be up to 95% efficient.  

Undoubltbly your problem is moisture condensation leading to mold.