Do this for a year or two and build up more cash, and then do it again. 

Beyond that, most self storage only being 8 1/2 foot tall or so wide, a 10 x 30 or 10 x 40 storage unit can't handle RV's and boats.Recreation areas/cheaper land:  The way you beat your competition is to build closer to the Recreation areas or on routes to them, from the populations.

Have 3 VRBO bookings so far and only 1 has successfully synched across all platforms, which had me almost double book dates on Airbnb...still can't block those dates b/c I have to do it on Guesty and they're blocked on there but it's not synching w/ Airbnb.

Lol, all jokes aside, that is a crazy request...I would tell them that I have no information on any drug use in the building.

Both are older homes, the 3/3 was renovated in the 80s.2/1 home is prime candidate for a tandem house out back or teardown and convert to Rowhome zoning, (properties were recently rezoned just across the alley tandem homes, ADU already zoned ok) 3/3 is newer, on a double lot, but my thinking is that I could hold these for a while, go through the rezoning process and sell both if/when the neighborhood continues to get hot enough for more density building, possibly work with a contractor friend of mine to get going in this direction, or try to do construction of tandem home behind 2/2 and then adu behind 3/3 home.Are there any resources for spreadsheets or analysis specifically in this realm/that I could show my financiers to calculate the projections on this?

I noticed your link was actually to the previous Chicago Building Code "13B". 

I have acquired my experience from working on my personal live-in-flips and building ADUs, as an owner builder and self-performing most of the work.

The risk level is too high, I've been around the block a few times and I would most likely pass too.  

The property is rented by DCFS ( department of child and family services) a government tenant and are occupying the building for last 30 years and have no plans of relocating.

I've been in the commercial valuation industry for the past 5 years appraising office, industrial, and multifamily buildings nationally for institutional investors.