I've watched plenty of YouTube videos, I've read some blogs, and I think I have a general sense of what the process would need to be for me to screen tenants, keep up with city ordinance and state laws and so on.

I'm a broker, not an attorney, so seek professional legal advice.

Read the HOA CC&R's.As always, don't trust the internet, seek professional advice.

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

I have been watching coutless videos as well as articles about NPV and I am starting to wrap my head around the concept and what it is used for.

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

Are there books, videos, blogs, etc?

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.

I cannot agree more, Podcasts and YouTube videos of BP are my best company in my commute every day!