if its not a flashy bag, like an epi or maybe even a damier, it would be OK. the monogram stands out too much. i would ease in to it, lol. but yeah, it does depend on the environment.
at my old job, i carried my Palermo or Speedy and my boss never said anything. I quit because I was never offered a raise and since I'm actually friends with my former boss, he said it was because I carried expensive bags so they thought that other people needed the money more than i did. =\
and at my current job, i get nasty stares from one of my coworkers lol. it turns out that she is in a lot of debt so i don't really carry my LV's anymore to work not because she bothers me but as a sign of respect. I know that when I was going through financial hardships, seeing my friend's designer purchases did make me sad.
and besides, you need to make nice in the workplace. you never know who's help you're going to need, who's going to get promoted, who's connections will help you out, etc.