I worked for the city for about a year with the library, so I can tell you about the benefits, but it really seems to be that the experience is really different depending on the dept.
Health insurance through the city is awesome, especially since they've switched to United from some crap ass company in the 2007 fiscal year. The retirement plan is also really good, and you can't beat the job security. It's a great place to work if you have plans to move on to something else eventually, or work your way up the ladder quickly. It sucks ass being a peon there.
As for new employee orientation, prepare for the longest 8 hour day of your life. And if you're going to come into any contact with money, that's another 8 hour day you lose to "cash handling" boredom and various reiterations of "Ummmm don't steal money." Then, there's also the 8 hour training of "customer excellence" that everyone has to do. The good news is that you get paid for all these hours of . The bad news is that all of those hours are so bad that most people would rather fore-go the pay than go to another day of training ...
Moral of story: Working for the city isn't the worst you could do, and there is even a chance that you could have a really good experience there. There's no harm in trying to get it - especially in this economy. Seriously, city job security can't be beat.

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