Zeede,
I'm in the same situation and dress similar for work as an investment advisor. I've been using the Smart Carry rig to carry my Kimber Ultra CDP 1911 for about a year and have been very pleased with results.
There are occassions, though, that I will use a Galco daytimer for off body carry. You have to be extremely careful with this method though - I read of a guy that left his daytimer on the top of the toilet in the restroom. His boss, also a ccw holder, picked it up and gave him a good talking to.