I believe in what he teaches and the Christian aspect of his relation to debt as well.  

Property Management: This is the most important aspect to your vacation rental.

Somewhere there is a massive opportunity for someone (or somebody) to take on the private lending aspect.    

@Mark Parzych,The answer to your question of course is going to come down to your personal preference and the strategic direction you want to take.  

Taye Nguyen it is possible for me but it would take me hundreds of hours to cover all aspects of construction.

If they had considered moving in despite the fatherly interference restricting your communication options with them makes the place less attractive.Part of the problem here is the whole legal aspect of it.

Be smart, hire a financial adviser, and if you have an interest in real estate, make sure you let them know that so they can assist you in the most strategic way possible.  

I intend to hire an agent to help me find and sell my homes until I see it appropriate to get my license and handle that aspect myself.Thanks in advance for any feedback or thoughts!

I get the long term aspect -- you should build this as if you would pay someone to execute property management for you.

Sooner or later, I'm sure a series of challenges in your A-class property will come up, too, and landlording there will look a lot less like passive investing, but in C-class properties, unless you're completely on top of screening and maintenance, it happens frequently.If what you want is to have a part-time job, of course you should invest in C-class properties. but if your goal is to be bothered by your properties as little as possible and hand off as much of the management and maintenance aspects as you can, you should most certainly not invest in C-class properties.