So I'm a tabletop roleplaying gamer, so when I first saw it I naturally thought of it from a gamer's perspective and had to see what all I could stuff into it from that perspective. Here's what I fit in the Maker's Bag:
3 roleplaying books of different sizes. I wanted to see how much I could bring with -- as most gamers know, you don't end up just bringing one book -- there's the core book, the splat books, and that one favorite game that you always have with you just in case someone actually wants to play. I personally chose the Dungeons & Dragons book as the majority of gamers are playing that. I chose Eclipse Phase because I'm a huge nerd for this game. Seriously, if you're interested in Transhumanist themes and horror, check it out. Finally, Call of Cthulhu's venerable 6th Edition is a favorite pick-up game. All 3 fit in the Maker's Bag main pocket at the same time with some room!
The iPad. As a gamer in the digital age, you can keep the books you won't be paging through by hand (I prefer splat books, setting books and canned adventures as digital and Core Rulebooks as print, personally) on the iPad, plus game notes, random-roll tables, character sheets, and dice rollers (if you like -- not for me, personally) with a Cache to cushion it again your books.
In the zippered pocket at the back of the main pocket, I fit my
miniatures and dice in. Dice are pretty self evident and miniatures are for D&D.
Slot the
pens and a pencil into the Makers Bag's pen holders. Pencil in case you've got a paper character sheet or a player needs one and I keep
map markers my gaming bag just in case I'm running a game with a map.
Your phone, slide it in the wider of the pockets next to the pen slots. Good for arranging meet-ups ordering take-out, and reliable access to a calculator app if you're playing something old and crunchy.
A portable charger and USB a cord or two are now a staple in every techno-geek's arsenal. Clip it to an o-ring, let it hang.
Headphones for the bus-ride where you're going -- I bring my Bluetooth headphones with me everywhere.
A tea strainer and some loose-leaf, for all your non-coffee caffeine needs. A little healthier than Monster, a little tastier than coffee (IMO).