I am also considering studying and obtaining my Real Estate License and wanted to see if other's have found great foundational success from achieving their's or if it is a pursuit in the wrong direction of owning and managing my own multifamily portfolio.I am very interested in hearing what ways other's have found value in certain learning tools or practices.

I could be wrong, but I really don't imagine that in this market 2%+ houses come on a regular basis, especially at the $20k range.

Wrong.

I kind of think telling people up front; "no late fees", is the wrong way to go.

But maybe that's a wrong way to do it.  

I hope I’m wrong

For the South Florida market, extrapolating that past data to the near-term and medium-term future is likely going to be very, very wrong.

Or am I wrong?

Are the academics wrong?

Check out their website for analyzing properties.I think both your options are great, and you can't go wrong with selling it or holding it.