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[quote=Anonymous]First, disregard the idea that he will save ANY money during those couple of years, unless he plans to live in your basement.  Even if he goes into something really lucrative (like IB), the cost of keeping up with the Jones is high and metropolitan areas are not cheap.

Second, agree with all the posters that working for 2+ years before law school is a really, REALLY good idea.  It will:
1. Reinforce that he actually wants to go back to school (in any field) and take on the debt that goes with that;
2. Reinforce that he actually wants to go to law school v. any number of other graduate studies programs that his mind will be opened to out in the real world;
3. Teach him the value of actual money (key for decision #1); and 
4. Give him some professional experience, maturity, and real world street smarts.  This will likely really help him get through grad school with a focused objective.  There was a WORLD of difference in my law school class between kids who were fresh out of undergrad and those who had worked for a bit.

Third, what does he want to do with the law degree?  Why is it really worth it to him to be one of a zillion fresh law grads v. choosing to do something more unique?  Answering those questions will really help him determine how to spend a couple of years...

Some ideas:
Peace Corps or Teach for America
teaching 
Hill - especially if he is interested in some sort of DC-related legal profession 
retail management
HR - teaches a lot about ethics, the nuances and utter boredom of a lot of law
working in a non-profit that is in his interest area[/quote]

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