The Man knows wholesaling and I have learned a lot from his books.

Could you text me, I would like to learn more about starting a rental Trogers

I've definitely learned a lot from them.

Where can one learn a systematic way to evaluate markets and properties for STR? 

Does anyone recommend books, courses, or anything to help me learn the general terms and what it takes to become a private lender/broker?

He will be a first-time landlord and I asked him if he would allow me to help him through the process of putting a tenant in place and managing it just to learn the proper flow of how it's done and to get a strong handle on the systems that will allow us to do it.

The key is to stay persistent and keep learning.

I would suggest learning the markets and networking first.

To begin, keep learning through books, online talks, and classes about investing in property.

I am hoping to meet people who I can learn and grow from and want to invest in me and what I'm capable of.