We can tell ourselves all sorts of stories about why things didn't get done as they should have but at the end of the day it's our property and our responsibility. 

My best advice for any future investments is to always plan for the worst.

@Michael Shaleesh, That's not the worst return in the world - especially since you're occupying two of the doors for personal use. 

@Beary Bowles none of the old time owners ever did a tear off on the flat roofs, so now when I look to buy a building with a flat roof I always expect a worst case scenario.

The housing collapse from a decade ago, people thought was the worst recession since the great depression, but completely gloss over the early 80s recession where unemployment reached higher levels, and without the kind of social safety net we had in 2008.  

Also since it's cash you can do a HELOC worst case.

This is very important because the majority of the best 25 trading days since then have come directly after the worst 25 days.

Rather than think of "Best Case Scenario" think of the "Worst Case Scenario".

The property will cash flow once I move out and have both units rentedI really liked the property but I’m thinking I could wait a few months and buy a similar property cheaper or worst case at a similar price.

I’m just assuming here you have some sort of day job...