3) Would it be feasible to attend college and act as a real estate agent at the same time?

Is that feasible? 

Of course, if this is feasible in your situation.

Would require specifics about the properties involved to determine what is or isn't feasible.

BRRRRing can be great, but it's certainly worth considering the feasibility of it given your current workload already.

If so, you may have an exit strategy if it could be done economically and feasibly (probably depends on the layout)..

I've completed several feasibility studies for clients in my capacity as an adviser, as well as countless supply and demand studies.

Through some leading providers of RE data, I also provided detailed comparable property analysis (rental comps & sale comps) to help these groups understand if their value improvements will be feasible in a given market, what rents the best comps are currently achieving, and what kind of reasonable terminal value is achievable. 

I agree it will depend on how it is presented, it isn't common to have to write a letter of explanation to an underwriter however this seems like a hard sell with the information provided.As mentioned by others, this may be easier with another loan type, if it is feasible on your end. 

So, what you stated is certainly feasible.