For me, "Philosophy" was something rare that presented glimpses of honesty- even if most is terribly dishonest. I ask for honesty- "wisdom", let alone love of it, seems too much.
My character, even prior to exposure to philosophy, is "post-modern" to the core- What lured me into philosophy is nearly opposite to that which will attract a "classicist" like Derek.
I loathed the systems of Philosophy, "Philosophy" as ubridled metaphysics- Plato, Locke, Nietzsche, all made me cringe.
I craved something more penetrating, "simple" its its claims, "complex" in its considerations, and radical its is projecting force. It was after reading Wittgenstein's Tractatus that I was determined to pursue "philosophy", and not because of "agreement" ( I am not fond of the analytic tradition).
Philosophy, as that bloated and arrogant world-historical tradition, is a barrier to honesty. It is when it falls from its perch into simple saying that it deserves to be called mindful thinking.
"Philosophy", when understood as mindful thinking, knows neither "life issues" nor "academia". These distinctions fall before a more originary thinking.
As far as its "accessibility", honesty is a rare virtue...
I really truly believe like Derek, the attractiveness to philosophy is wisdom, and the imparting of said wisdom and ideas the study of philosophy brings.
As for Justin S' comments: you know, I am totally with you on your hatred of systems and love of post-modernism; but, I adore the classics as well. My philosophical loves are those who didnt create systems: The Cynics, The stoics (ok, a code of ethics), the epicureans, pre-socratics, Nietszche, Kierkegaard, Wittegenstein, Cioran, and Camus and a smattering of others. I also have a rather deep background in political economy (part of philosophy until a hundred years ago) like Smith, Ricardo, Marx, Turgot, Schumpeter etc.
But anyway, I think this problem about academia and accessibility is present in almost every discipline, and in society as well. The two philosophy classes I took in college were most depressing, pedantic, and pointless. I learned nothing, I read only one great philosophical tome and was forced to regurgitate my professors opinions on it and other useless philosophical writings. But I can say that the very same practices are found in History, Literature, fill in the blank academic departments.
But as for accessibility, you know, almost everything seems to be dumbed down these days; and anything a little more difficult, is totally ignored. Thus we have this culture of ignorance. And its a real problem for academia, which instead of trying to be a mediator between thought and the world/public, instead only produces works that are entirely useless to anyone but fellow academics--unless your'e a prof in a more applied field, and get a nice contract with a company, government etc.--then you find yourself writing executive summaries, forgetting about the theories etc.
So, thought has become ridiculously pedantic and methodical in academia, and terribly dumbed down in society. This is terrifically important for a field like philosophy that only exists in universities and conversations at cafes; a profession with no real direct practical use. And thus the problems...we see what happens on this board when persons become enraptured with Nietszche or Evola etc. in a watered down or misinterpreted form. So, what will the future bring? Will philosophy become entirely sealed off into its own little academic realm, while economists and scientists influence or ideas and world view? And what will happen as people become even more oblivious to the collected wisdom of 2,600 years?