I’ve seen posts like this for years, but I’ve never considered doing one until now, so here goes. This is what I carry around almost every day, with little exception, so I’ll go for the Full Monty loadout.
Timbuk2 green laptop bag – Almost indestructible for daily use. Pockets everywhere.
Incase laptop/netbook sleeves – so soft and comfortable inside that I feel jealous of my gear
Apple MacBook Pro Retina (Mid-2012) – Trusty work tool and incredible industrial design, top OS.
Apple iPad Air (64GB Wi-Fi) – Wish I’d waited for the 128GB. Studio, decks, console, camera, etc…
Sennheiser HD 280 Pro Silver – Great cans made even better with Mobius cables from Zu Audio. Closed back for isolation.
Fiio E07K “Andes” – USB DAC and headphone amp with battery. Cheap, powerful, clean, and works with the iPad.
Gunnar eyewear – I got a pair of the Catalyst Rocket model about 30 months ago and can’t go back. Blue is bad!
Nexus 5 (32GB) – Android in the pocket, iOS in the bag. It’s not the best phone, but it’s very close.
Wristwatch – Quartz, winder, automatic, LED, calculator, wood, I have them all.
Apple iPhone/iPod Touch charger – just in case
Apple Lightning cable – charge!
Apple Lightning to USB “camera connection kit” – for the E07K USB DAC and other potential uses
3.5mm to RCA
Micro USB to USB
Laser pointer/LED flashlight
Thunderbolt to VGA adapter – just in case HDMI isn’t available
Thunderbol Ethernet adapter
At least 6 USB drives, including a USB 3.0 ADATA 16GB model. USB3 is a a HUGE time saver even on USB2 ports.
Various flash cards and adapters, like the EyeFi SD to USB widget.
Earplugs (2x) – just in case…