I'm a bit weary of choosing a property that already has a tenant in place (section 8 tenant or not), because it always feels like a bit of a gamble.

It shocked me that instead of saying "I don’t know about investing and I want to learn about it" they said "Real Estate won't work since the mortgages are crazy high so profits are not possible and the Stock Market is just a gamble".

There many injustices going on here , discrimination, intimidation and the use of fraudulent documents to try to intimidate but hold no legal weight and are arbitrary. 

I am fine if anyone wants to speculate on appreciation, but buying a property with a negative cash flow (that loses money) in hopes of future appreciation is nothing more than gambling.

This sounds a lot like gambling?

It does not appear to much of a gamble.

In a case like my potential example, the buyer and Matt would be working together to produce a fraudulent PSA and I'm assuming supporting docs to show the property could meet the bank's DSCR requirements. 

It's a low price point that I felt I could afford to take a gamble with in order to test the turnkey waters. 

well when you put it that way, makes it seem like I'm gambling, hahaha. 

You can buy for capital appreciation(which is a gamble), buy for cash flow, buy a REIT and play real estate like the stock market.