I carry this with me everyday in a clinic setting. It's the bare minimum for me:
Clockwise (more or less) starting at top on the periphery:
T-Mobile Wing phone
With keys: Streamlight Key-Mate flashlight, ASP Key Defender, Swiss Multi-Tool, carabiner
ARC AAA Camo flashlight
Rotring Esprit pocket pen
Cricket piezo butane lighter
Leatherman P4 Squirt
Wallet
Center clockwise (more or less):
Guess Waterpro watch
ACE rubber comb
Heavy gauge Fender guitar pick (for jazz)
Medium gauge Flex 75 Herco nylon guitar pick (for blues)
Everything encircled by a Ralph Lauren Polo leather belt (multi-use--stropping knives, a tourniquet, a sling, etc., and of course holding up pants).