(I can  go into more detail with numbers if anyone is interested) What I would love to do is a house hack and move into one of the units and be the on site PM as well as the landlord.( I am a carpenter so I know I can add value to these buildings with my own sweat equity and handle any major repairs that may pop up)There are also some other factors that can't be measured with numbers, He is where I want to be when I am his age.

Knowing that there is some cash flow on one property can be a good "measuring stick."

Even for SFRs and 2- thru 4-flats, it's still a good measure to use in your property analysis to make sure the cash flow you need is there.

I'd push for a year unless the work done was some sort of stopgap measure with no guarantees. 

Don't let your ego fog reality, training by gurus is not an education, if you don't hold or have held any real estate certifications, your expertise measured from a professional and legal standpoint is less valuable than those who have had formal training in the industry.

Set up a series of Milestones (measurable) that are financially based within that time period.  

Can anyone help me figure out how to measure the success of my outbound sales agent?

Answers will (and should) be different depending on what else you have going on in your life, your retirement goals, your real estate goals, etc.As far as cost saving measures, I am not really a flipper, so can't comment.  

And 36 Other Key Financial Measures Updated  http://amzn.to/2oyTCQP Frank covers how to do the math on real estate investments which is key to succeeding.

Found the deed and was measuring out the instructions through Google Maps.