My first impression is that you are carrying more than you need in some categories. If you have the Wave, I think you can dispense with the folder and the Squirt, and you won't necessarily even require the screwdriver. I EDC the same model Wave that you specify, BTW. Same with flashlights - two should be plenty. Consider carrying an extra battery for the ones you pick, or better yet, see that they share a common battery type. (but I can tell by your outfit that you are a flashoholic....)If you are a flashoholic, you will readily agree that a small headlamp could be extremely versatile and handy as one of your two sources of light.

I would add an auxiliary cash stash, totally separate from your wallet. Perhaps pack a throwdown wallet for those really bad situations.

I would also definitely add some kind of keychain whistle. Does you FAK include some kind of barrier gloves (e.g., nitrile?) They could be very handy.

Can you walk comfortably in your dress shoes? for longer than expected distances? over debris and uneven ground? Consider switching out the dress shoes for something more practical when you leave your office for the commute. I have had to deal with this problem for years and it ain't easy...

The Banana Bread Clif bars are the best,IMO. Best to do some controlled taste testing.