After the fact the corp may have dissolved and distributed the property to the share holders.  

Good point about the IRS not mentioning in the following link http://www.irs.gov/Retirement-Plans/Retirement-Plans-FAQs-regarding-IRAs-Investmentsthat an IRA cannot be  a shareholder in an S-Corp. 

Placing a layer between a plan and an activity does not change the nature of the activity.If you had a unrelated 3rd party who wanted to form a c-corporation for such activities, and the plan was a shareholder of that person's corporation, then it would potentially work from a tax-perspective because the plan would be receiving post corporate tax dividends. 

Take a shareholder distribution from your S-Corp and move forward.

Passive income not subject to UBIT includes interest, dividends, royalties, and rent from real property.If a crowdfunded investment is into a C Corporation, then the corporation will be paying taxes on income and then {hopefully} issuing dividends to shareholders.  

What happens if the owner of record is a business entity and one of the owners/shareholders/members of the business holds a contractors license?

He is trying to keep track of at least 100 properties at any given time in various states of ownership. ( as a partner, as a mortgagee, as a shareholder, landlord, etc. ) He is currently using a combination of Excel and Quickbooks to manage the financial information pertaining to these properties.

The Form 2553 should not be filed as that is to have the entity taxed as an s-corp and a retirement account cannot be a shareholder of an s-corporation.

All of the profit passes to the shareholders for tax purposes regardless of whether the company ever wrote you a check or not.It all comes to the shareholders as income.

Other shareholders participate to a greater extent than Betty.