Same thing if there was a short fall and a special assessment was done, would you owe the new owner money since the deficit happened while you owned it?  

The problem here is NOT evidence, it's information deficit, you my friend Albert are simply not informed of such because like the population of U.S. at mass you do not keep informed of such, and understandably so, it's rather "dry" boring and very technical stuff. 

The last stage is Hypersupply where construction is continuing but at the deficit of vacancy.

There’s a deficit of housing in Jamaica, Dominican Republic, africa, these are the countries we focus on now.

I agree, at least in most part, and especially when the Gov spends money it doesn’t have (deficit spending).

This strategic move holds promise for generating positive cash flow, which could effectively alleviate the future monthly deficit if I refinance my house. 

Inspite of the recent correction, as the house prices currently stand and with inflated interest rates plus steeply rising property taxes (year over year municipalities have increased taxes and utilities 7-15% to make up for covid deficits); cash flow is virtually impossible even if you buy in the GTA outskirts like Oshawa, etc.

From what I understand you can't pay let's say extra taxes or extra insurance or operating deficits from separate money outside the 401k. 

When the interest rates do go down, I should be able to reduce the deficit or may be even break even.

In my experience the Landlord / Tenant laws are less favorable in Chicago and I have concerns in how the budget deficit in Illinois is going to play out.