Typically for someone our age and who lacks experience, it would be highly unadvisable to start with something like commercial real estate, or even wholesaling. 

@Michael Odugbesan That's absolutely true but I don't bother mentioning it because lack of honesty negates every other quality.

You should probably reconsider having him serve in that capacity based on his clear lack of good judgment, or at the very least make him read the landlord-tenant handbook front to back, especially the part about a tenant's right to privacy and the part that states: "any uninvited sexual advance, solicitation, request, or demand for sexual compliance is considered harassment" (at least that's what it says in the handbook for my county and I'm sure something similar appears in most if not all).

Many people that go 'fishing' in real estate lose every penny they own because they lack RE education and insight. 

When I call on a public request, the other person's responses or lack of interest in my questions will determine my attitude in wanting to complete their request.

Tampa suffered from a lack of supply, so it created an artificial price increase due to demand.

If he had Apple stock worth $250k you think he’d sell it to you for $130k?

My biggest hurdle is lack of capital and I find myself getting frustrated trying to find a suitable method to obtain property #2.

Ok guys,I'm pretty new here and I think there's probably a process for throwing thoughts or requests out to the group that I'm not following... so pardon my lack of seasoning.

@Diane Tycangco, there really is no reserve "supposed to be amount", but I'd suspect that the reserve contribution needs to be north of $125/month (hard to say lacking adequate knowledge of the project).