This is completely up to you, If an individual came around with perfect credit and met your other income requirements I assume you would rent to that person.

 I personally never listened to him.. what was it that you liked about him ? 

With more money, an investor can buy larger, multiple, or more productive propertiesDon't believe me - take a look at this comparison chart:Let’s say you do 10 transactions in your investing career.

but it takes time and effort - like going to the market IN PERSON, and setting up a team IN PERSON. 

Only the person running the club chooses potential investments.

But since that is the choice you have made: I don't know what it is like in Pueblo; but in Mesa County where I live there is a person on staff that walks you through the process and the necessary paperwork that needs to be filed (they don't fill it out for you - just provide the steps).

Whether that be starting the side hustle of real estate investing, or finding a new job, but, personally, I would not suggest you leave a well paying job until you have started down the path of real estate investing on the side.

I've been hearing about problems in the insurance industry but this is my first time experiencing it personally.

One thing I've noticed many experienced investors are recommending to do, but many first-time investors don't practice is; to go and see the out-of-state property in person.

I've seen some posts both here on BP, in local FB groups, and heard comments in person corroborate this.