Examples: Did not realize $500 tax bill was important so did not mention; Found out they needed more proof of time in employment; No, 34 hours does not mean "Full Time"; Decided after a month of showing, they changed their minds and want to rent; Champaign taste with Beer budget, etc.

I have been involved with a successful residential contracting firm for 10 years now and i find myself on an employment plateau.

If your employer owns the properties you manage, then a license is not required. 

So, when you are considering a property, consider the major employers where your tenant pool is likely to work.

Additionally we employ the services of an after hours receptionist that will gather information and forward it to us if someone decides to give us a call at 3am.

Reminds me of when I got fired from my corporate employer many decades ago. 

You can't get a loan without two years of tax returns if self employed.

For the Self-Employed it becomes much more critical to maintain net worth data than if you get a W-2 to account for your income. 

Do they have past experience executing the exact strategy they plan to employ on this property? 

Grounds for denial of issuance of license or for disciplinary action(A) In addition to Section 40-1-110, the commission may deny issuance of a license to an applicant or may take disciplinary action against a licensee who:(1) makes a substantial misrepresentation involving a real estate transaction;(2) makes false promises of a character likely to influence, persuade, or induce;(3) pursues a continued and flagrant course of misrepresentation or makes false and misleading promises through associated licensees or through any medium of advertising or otherwise;(4) in the practice of real estate demonstrates bad faith, dishonesty, untrustworthiness, or incompetency in a manner as to endanger the interest of the public;(5) represents or attempts to represent a real estate broker other than his broker-in-charge or property manager-in-charge without the express knowledge and written consent of the employing broker-in-charge or property manager-in-charge;(6) guarantees or authorizes and permits any associated licensee to guarantee future profits from the resale of real estate;(7) makes a dual set of contracts, written or otherwise, by stating a sales price higher than the actual sales price in an effort to obtain a larger loan from a lender or lending institution or for the purpose of misinforming a governmental agency or any other reason;(8) is convicted of violating the federal and state fair housing laws, forgery, embezzlement, breach of trust, larceny, obtaining money or property under false pretense, extortion, fraud, conspiracy to defraud, or has been convicted of a violent crime as defined in Section 16-1-60, has been convicted during the previous five years of a felony directly related to the practice of the profession, or has been convicted during the previous seven years of a felony, an essential element of which is dishonesty, reasonably related to the practice of the profession, or pleading guilty or nolo contendere to any such offense in a court of competent jurisdiction of this State, any other state, or any federal court;(9) fails to report to the department in writing by certified mail, within ten days, notice of conviction of a crime provided for in item (8);(10) fails, within a reasonable time, to account for or to remit any monies coming into his possession which belong to others;(11) pays a commission or compensation to an unlicensed individual for activities requiring a license under this chapter.