The Chronicle of Higher Education is one of my favourite sites. I used to visit it everyday at one point and then kind of forgot about it as my life went off in a different direction.
I recommend it for anyone thinking about graduate school, though you'll probably find that it's biased towards doctoral students. I especially like the Careers page, which features articles by graduate students, people working in academia or contemplating such a move.
I read this essay by a recent PhD grad who was torn between pursuing an academic career and (his true love) life as a journalist and writer. It would probably speak to anyone similarly torn between life in industry and academia.