., no one said this yet, but you ought to contact a lawyer, and if you're looking for some additional material, maybe your state's regulatory agency that handles real estate licenses (in Ohio for example it's called Ohio Department of Commerce Division of Real Estate and Professional Licensing).

They have been engaged in my project in 2 phases, first was to draw preliminary sketches and engage with the township to get zoning/regulatory aspects in line with my needs. they have done that for just under 10k and the work was lengthy (took over 6 months and was jam packed with meetings/hearings).

South Side of Chicago), regulatory, environmental etc.?

Right now I'm prioritizing 2 things which should actually help me with this idea.1) building a fence around my primary residence (which boarders the property I'm considering)    Most of the fence I'm installing is in the flood way so I'm getting good experience working w/ County on this and what is/isn't possible.2) trying to resolve the nuisance issue via legal/regulatory avenues  I've filed a compliant (also with the County) about the issue and there's an open inquiry on it.

Custodians do exactly the same thing but with the added regulatory and financial scrutiny.

Unnecessary financial and regulatory burden.

You don't weed out criminals by treating everyone like criminals.There are a lot of cities with regulatory programs, but that doesn't prove success.

Short term rentals are tough on the regulatory side. 

If the PM was really negligent in their duties, you may consider filing a complaint with the state regulatory board. 

@Derek Sherpa It's definitely confusing and vague at times to figure out the current laws around STRs especially since they vary by municipality--and in this regulatory landscape where it seems like new laws around STRs are popping up almost daily now, your best bet for the most up-to-date info is definitely calling or going straight to the town you're interested in.