I like this.
It's unique, and very well written.
The only thing I don't like is the ending, it seems to just drop off a cliff. Your essay explains how you were not satisfied with writing about any of your achievements, and then the very last sentence brings out a whole new concept. It leaves the the reader slightly confused.
One last thing, the conversation with Chris does not sound completely realistic, and you are in danger of sounding snobby.
Ex.
True, I replied back, I have shown a great deal of passion for medicine and erected a strong foundation from which I can build on in higher education, but isn't that the whole point of high school??
Most high school students don't talk about strong foundations on which they can build higher education in a casual conversation with their friends.
Overall though, I really like your concept and writing style.