I also recommend either C.S. Lewis's The Screwtape Letters or The Great Divorce. Both are compelling portraits of the ways we humans tend to make ourselves unhappy by becoming enraptured with and enslaved to lesser goods. I mean, can you ask for a better portrait of akrasia than this?
As the uneasiness and reluctance to face it cut him off more and more from all real happiness, and as habit renders the pleasures the vanity and excitement and flippancy at once less pleasant and harder to forgo...you will find that anything or nothing is sufficient to attract his wandering attention. You no longer need a good book, which he really likes, to keep him from his prayers or his work or his sleep; a column of advertisements in yesterday's paper will do. You can make him waste his time not only in conversation he enjoys with people whom he likes, but also in conversations with those he cares nothing about, on subjects that bore him. You can make him do nothing at all for long periods. You can keep him up late at night, not roistering, but staring at a dead fire in a cold room. All the healthy and outgoing activities which we want him to avoid can be inhibited and nothing given in return, so that at last he may say...'I now see that I spent most my life doing in doing neither what I ought nor what I liked.
Obviously these books were written from a Christian perspective, but I found them really helpful for noticing bad patterns in my life (and small ways to break out of them) when I was an atheist. Lewis is a vivid writer, so his stories gave me good handles for noticing when I was in one of the ruts he describes, rather than just feeling a general, ugh-y malaise.
You can make him waste his time not only in conversation he enjoys with people whom he likes, but also in conversations with those he cares nothing about, on subjects that bore him.
Was this written after Facebook, or was it a prophecy?
My sister (and about 2.5 million other people) are headed to college in the fall.
I gave her a copy of Cal Newport's How to Win at College as a graduation gift, but given that her life is about to change more than it has in any of the past 14 years, one book probably isn't enough.
What books do you think incoming/recently arrived college students should be reading? You can assign reading with any motivation you'd like, but I'm looking especially hard for books that meet the following criteria: