I am in the fortunate position to have a paying job that supports my photography habit. While photography is a sliver of my responsibilities, I do have a budget that allows me to buy stuff. 
You can see the stuff I have in my bag in my signature. Out of everything in there, I probably use the 20D, Sigma 18-125; Canon 70-200 and the Bigma the most. I use the 300D when I am shooting sports and have the 20D on the monopod. (That way, I can shoot vertical and horizontal without having to rotate the camera on the stick.
What do you think would be a nice addition to my bag in terms of lenses? I shoot mostly portraits, some weddings, lots of sports, and lots of events. I would like to get into macro.
In terms of another box...I'm about 1-2 months away from getting either the 30D or the 5d. So I'll be ditching my 300D, as sad as it is because that's the camera that started this whole mess! I'll probably end up ditching the 70-300 Sigma too as over the past few months, I'm not that impressed with it anymore. The results from other lenses I have are much better. Plus, the 70-300 is redundant.
So..what would YOU add to my bag that would compliment my existing equipment? Lets hear it.
Maybe even some primes for DOF/lowlight play.


