I think maybe part of what got him into trouble was that he did too much thinking. Sometimes he tried too hard to make sense of the world, to figure out why people were bad to each other so often. A couple of times I tried to tell him it was a mistake to get too deep into that kind of stuff, but Alex got stuck on things. He always had to know the absolute right answer before he could go on to the next thing.

"Boredom presents a very real, if insidious peril. To quote Blaine Harden from the Washington post:“Boredom kills, and those it does not kill, it cripples, and those it does not cripple, it bleeds like a leech, leaving its victims pale, insipid, and brooding. Examples abound...Rats kept in comfortable isolation quickly become jumpy, irritable, and aggressive. Their bodies twitch, their tails grow scaly." The backcountry traveler, then, in addition to developing such skills as the use of a map and compass, or the prevention and treatment of blisters, must prepare mentally and materially to cope with boredom, lest his tail grow scaly.

It would be easy to stereotype Christopher McCandless as another boy who felt too much, a loopy young man who read too many books and lacked even a modicum of common sense. But the stereotype isn't a good fit. McCandless wasn't some feckless slacker, adrift and confused, racked by existential despair. To the contrary: His life hummed with meaning and purpose. But the meaning he wrested from existence lay beyond the comfortable path: McCandless distrusted the value of things that came easily. He demanded much of himself — more, in the end, than he could deliver.

pervasive pattern of grandiosity (in fantasy or behavior), need for admiration, and lack of empathy . . . , indicated by five (or more) of the following: 1. An exaggerated sense of self-importance . . . 2. Preoccupation with fantasies of unlimited success, power, brilliance, beauty, or ideal love 3. Believes that he or she is “special” and can only be understood by, or should associate with, other special or high-status people . . . 4. Requires excessive admiration 5. Has a sense of entitlement . . . 6. Selfishly takes advantage of others to achieve his or her own ends 7. Lacks empathy 8. Is often envious of others or believes that others are envious of him or her 9. Shows arrogant, haughty, patronizing, or contemptuous behaviors or attitudes

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But then suddenly there was no place higher to go. I felt my cracked lips stretch into a painful grin. I was on top of the Devil's Thumb. Fittingly, the summit was a surreal, malevolent place, an improbably slender wedge of rock and rime no wider than a file cabinet. It did not encourage loitering. As I straddled the highest point, the south face fell away beneath my right boot for twenty-five hundred feet; beneath my left boot the north face dropped twice that distance.

It may, after all, be the bad habit of creative talents to invest themselves in pathological extremes that yield remarkable insights but no durable way of life for those who cannot translate their psychic wounds into significant art or thought.

I enjoy its beauty and the vagrant life I lead, more keenly all the time. I prefer the saddle to the streetcar and star-sprinkled sky to a roof, the obscure and difficult trail, leading into the unknown, to any paved highway, and the deep peace of the wild to the discontent bred by cities.

One of the differences between us was that Marc wanted very badly to climb the Eiger, while I wanted very badly only to have climbed the Eiger. Marc, understand, is at that age when the pituitary secretes an overabundance of those hormones that mask the subtler emotions, such as fear. He tends to confuse things like life-or-death climbing with fun.

But it also demonstrates how difficult it is to correct a false belief after people have made an emotional investment in that belief being true. When our heroes turn out to be sleazebags, self-deception is easier than facing the facts.

I’d like to repeat the advice I gave you before, in that I think you really should make a radical change in your lifestyle and begin to boldly do things which you may previously never have thought of doing, or been too hesitant to attempt. So many people live within unhappy circumstances and yet will not take the initiative to change their situation because they are conditioned to a life of security, conformity, and conservatism, all of which may appear to give one peace of mind, but in reality nothing is more damaging to the adventurous spirit within a man than a secure future. The very basic core of a man’s living spirit is his passion for adventure.