I will say the cheapest suburbs I mentioned have an average selling price of 200k--depending on the specific zip code, it might be as high as 400k (I don't know off the top of my head). 

. - Accounting, not mentioned, but make sure you can confidently run the trust accounting and security deposit which is compliant with state code. - VAs, I don't think this is necessary for 30 doors, but depends on how much availability you have and how time consuming these properties will be.

Do you want a vacation home or are you strictly looking for an investment.  

Airbnb has several options to choose from (Flexible, Moderate, Firm, Strict and Super Strict). 

While it's a great spot with a ton of tourism unfortunately, it seems the hotels view STR's as competition and have helped to encourage the strict regulations.

.- Inspectors: definitely make sure everything is to code.

Do you mind sending me some zip codes in Chicago for A neighborhoods?

The current tax code provides special benefits in this situation.When the original owner passes away, the "basis" of the assets resets to the market value at the date of death.In the US, there is currently an estate tax exemption of approximately $13 million per person, which allows the basis to reset, and depreciation can start anew.This “step-up in basis” is particularly useful if the next generation wants to sell the asset.Since their basis is set at market value, if the property is sold at that value either at the date of death or within six months, there is no capital gain and no taxable event.There have been many examples where portfolios of fully depreciated real estate worth tens of millions of dollars have been passed down from one generation to the next, resulting in little to no tax liabilities for their heirs.Pretty cool, right?

You clearly don't know what your doing and should NOT, by the rules and codes of NAR, be a primary listing agent on anything right now.

Am I still being too strict for class C tenants with the above-underlined criteria???