The first probably is what the condo board intended: The restriction would prevent the entire building or complex from being converted to rental units owned by people who do not care about their tenants' behavior and will allow tenants to annoy other residents and damage the property.

tell me pleas about taxes, do hold for 1 year to prevent paying 50% tax, or you sell imidiatly and pay 50% tax

Inspector, appraiser, escrow officer, even Realtor....none of them would prevent you from doing your own RE investing, and any of them would compliment your goals as an investor. 

I don't see how I can put any clause in any documents to prevent this due to it being a double closing and neither (A) original seller or (C) end buyer would know about each other.

The papers reported officials now believe the filing requirements of simply filling out forms with grantor and grantee names, sending them in, paying the filings fees is just too lax to prevent these types of fraud.Title companies should be aware of all paperwork required for their area.

When the buyers objected they'd explain why.... it should be done this way to prevent delays.For what it's worth I just had my loan officer fight for me on 2 appraisals just this week.

You can Quit Deed a property from your name into an LLC as soon as the ink dries on the purchase of the new property.Be aware that the lender may have terms that prevent this, or give them cause to call the note due if it is done. 

I have water damage that needs restoration as to prevent mold.

At the end of the day, you're inability to provide a safe workspace, which is up to date with rent payments, is preventing said tenant from conducting business...

He makes it pretty clear that the Landlord and the Tenant can apply the deposit towards unpaid rent.It sounds like Chicago lease agreements try to waive this right, probably because Landlords want to prevent tenants from using the deposit for the last month's rent.One more example of how screwed up Chicago is.