I will go on record and say it:
Choosing to attend law school was the worst mistake of my life.
I just finished 2L at a tier 1. My GPA is right at the top 10% cutoff and I am also on Law Review. So, my displeasure does not stem from my accomplishments in a classroom. Instead, I have found that with each passing day, I simply just like the law a little bit less. There is no particular reason except I am just not interested in it any longer. The possibility that I may have to deal with law every single day until I die is almost enough to have me pull the trigger and withdraw. But, b/c of the loans, I am sticking it out. I have to pay them back and cannot figure out how I could do so if I quit law school now.
But, in answer to the OP's question, NO -- I am not glad I went to law school. Further, I would encourage every single person thinking about law school to NOT apply until you have dealt with the law in some capacity and know without a doubt that you want to pursue a JD.
If I could do it all over again, I would go to med school, or dental school, or hell . . . maybe just make cocktails on the beach ala Tom Cruise in "Cocktail."
Here's something I don't understand. I've been around lawyers most of my life, and from all accounts, most of them are happy, functional individuals who know how to prioritize their lives. They don't hate their jobs, neither do they regret their decisions to enter law. But when I was considering law school, they told me that they key to tolerating, even enjoying, the law was finding a niche. First, don't go for the big firms and the lucrative cash, they said. Instead, find an area of the law, real estate law, contracts, intellectual property, wills, something you liked, and build a moderate practice handling only those cases. Next, stay out of the courtroom as much as possible. And lastly, use your job to facilitate your life, not your life to facilitate your job. Thus, I am heading for practive in real estate law (real property). I hope to work only enough to comfortably support my family and perhaps make a few land deals myself. Otherwise, I'm going to chill and enjoy being a father and husband of moderate means without killing myself for the new Mercedes, etc. My mother is a family law lawyer, and I can tell you, no amount of money on earth could make me take over her practice... Way too stressful on both her and my father. I just hope she gets the picture before it's too late...
