If I can't trust what they are saying, its a big fat PASS for me.

He has 100+ units and plenty of cash, but says that he can't get anything over 4 units because the big players are willing to overpay to get as much as they can in the city.That may be part of the problem...

I am certainly willing to offer anything I can in return.

My dilemma is I would like to buy an OO duplex around 150k as soon as I can in order to take advantage of the low rates and qualify for a mortgage, but clearly if I were to quit my job that would not be a wise decision.

The old chicks, fat chicks, and ugly chicks will say that it ain't so, but they are wrong.

My plan as of today is to work as much as I can in a year while saving as much also then get started investing.

Talk with them about everything and put as much as you can in writing.  

This will involve more overhead and more risk as the cash flow won't be as fat. if your goal is to keep things simple with very low risk, it's a great idea to pay properties down as fast as possible and buy the next a little while later. growing faster usually means Slimmer margins on each deal but more deals coming in and in the long run a bigger snowball at the bottom of the hill.

I am currently taking online courses for my Real Estate License so I can in the future eliminate the listing websites.4.

I am not from your area but the trick in my estimation is to network all the time and to meet as many people as you can in real estate.