Learn from red flags and screening processes going forward (if anything makes more sense in hindsight). 

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The odds of hitting red are 47.4%.

Or the kitchen cabinets bright red?

Its since sold and whomever is rehabbing it is making it look really nice, but I seriously wonder WTF was going on in that one "dark red" bedroom, like there was a cigarette smoking competition going on for the last 10 years. 

But at the same time, I think of the old adage "Fortune favors the bold" and believe that in order to achieve wealth/goals you need to take some risk. 

That's the red flag for me.

What are some red flags to watch for when interviewing Property Managers?

As for your negative cash flow situation, being in the red 900/month is not a good place to be in, especially considering an emergency can happen at any time.

Be suspicious of these red flags: any last minute changes just before closing, anything sent via email, anyone insisting on using their own title company or notary, any title company or notary that your closer/agent hasn't used before.