The Prestige
On the heels of James Bach’s Buccaneer Scholar, a new idea, book and blog where he details his experience with exploratory thinking and learning, comes my own wrestling, not only with how I learn, but what I should learn. Due to recent events I’ll make clear in a few weeks, this question has begun to capture all of my spare CPU cycles — and it won’t quit.
The crux of the question, I think, is this: When I was thirteen, I set a goal to go to college, get a degree, and work for Microsoft (then the most popular software company in existence). While in college, I latched onto open-source software and the free software movement — happily ditching Windows for Gentoo, Mandrake, then finally Ubuntu — and gleefully traded Microsoft for a slightly newer and more exciting company called Google. Google had free food, funky office chairs, and they fit the goal I previously made when I was thirteen. My sense of self was intact, no harm done.
When it came time to interview, though, things were messier than I expected. I was still trying to finish school — to graduate, move out of the dorm and wrap up all the extracurriculars that consumed most of my spare time; and I was, on the more personal side, simply trying to grasp what was happening as I made the transition from college life to real life.
It was all too fast. Not only was I not accepted by Google (that’s a story for another time), but I didn’t know where else to go from there. In magicians terms, I made all but the prestige of my childhood goals, and I was left like a confused audience member contemplating whether I should stand up and applaud.
But, prestige aside, I realized my longstanding goals ended after college, and whether or not I was employed by Big Popular Company mattered little to anything but my ego. Even if I did achieve my goal, I’d still be left with the same question: What happens next?
When I learn, I need to know the big picture. I like to know where I’m going, why I’m going there, and in general, how to get there — but not always. I know the devil’s in the details, but I like figuring out the details as I go along.
Looking back, I had more or less achieved my goal — college, degree, employment — but I didn’t have the big picture telling me where to go next. I still don’t. I’d assume even James’ Buccaneer Scholar, with his exploratory state of mind, would have some type of charter, though I can’t believe he’d always know where he is going. James, I’d like to hear you expound upon that if you haven’t already.
This leads to the more practical dilemma: Of my interests, which path do I choose? The following is a list of career paths I could be interested in taking. Though I run the risk of taking the totally incorrect approach to, well, life, of these career paths, I can’t help but be interested in their prestige. Here goes:
- Independent test consultant.
- Product Manager/Test Manager for large software engineering projects.
- Ph.D in Software Engineering or Cognitive Science, researching and teaching software engineering and/or software testing.
- Software Developer for cutting-edge, Web 2.0 technologies (I am that now).
- Entrepreneur for my own software development company. (I’ll probably need an MBA).
- Entrepreneur for my own software testing firm. (Again, an MBA).
- Tech Journalist for popular blogs and magazines. (I’ll probably need to study journalism).
- Politician. (I’ll probably need to study political science, though this brings me to my next interest…)
- Something in the arts, say, acting.
And as an aside, this whole process feels like one big game of Twister. 
