I would suggest developing relationships with realtors and other professionals in you area to source properties before they become public. 

PM failed to follow through the full eviction process.The PM is not a professional and you should fire them.

I am now ready to move forward in this business, or close to it so how do I present it to him so that I can make him feel at ease with my professional analysis?

The company is currently using are less than professional, they seemed to have forgotten to collect debt on one of my units last month.

Having it allows me to not only to buy, sell and pay myself but it helps us on our taxes since we are investors (ask your CPA about being a "real estate professional"), allows us to view homes when we want, I can lease property in my state and it allows me to be a property manager.

When you purchase a property you don't pay a REALTOR so go find one and use their professional services.

You won’t regret the smaller asset in a good location so long as you have a good management option.Depending on your aspirations, you might consider investing alongside a professional on a much larger asset.

You need to talk to your professional about your income level, goals, and future expectation to draft proper depreciation election if available.  

We have that first thing you posted, except that it was a professionally installed unit that was manufactured and it looks nicer than just open duct work as the area it is used in is a finished bedroom in the basement.

As one can imagine, the place is really really rough (like dog **** in the kitchen and trash everywhere rough).I'm looking into Professional Cleanout services and wondered if anyone had a recommendation?