Students can smell weakness a thousand miles away and will gladly take advantage of that. 4) I have a contact person from each property to handle any matters that either I or the tenants at the house have.

Usually there is some kind of gentrification or revitalization project going on in the area that turns it from one of economic weakness and population decline, to one where money is flowing in and the population is increasing. 

You have no experience, little knowledge of contract law, weak negotiation skills, and you'll be emotionally tied to each deal and unable to maintain an objective viewpoint.I recommend you focus on finding the deals and use a highly skilled REALTOR to cross-check your work, handle negotiations, etc.

Very weak in negotiations accepting buyers agents BS as fact, little to no follow through.

The typical debt ratio is 50% max except for FHA which is 56.9% and VA which in certain circumstances has no debt ratio limit other than what the AUS or automated underwriting system determines is the max. debt ratio allow based on the individual strengths and weaknesses of the loan file package?

Obviously each “path” has its strengths and weaknesses, but as someone who is starting out, I am not sure exactly how to begin.

These have their place in the market place, but you just need to understand what you are looking to do and what your strengths and weaknesses may be. 

That is MOST Agent's weakness.  

However, my credit ratio is weak, and his credit ratio is strong.

Realistically assess your strengths and weaknesses as though you were reviewing the credentials of a total stranger.