I bought the medium sized tote after seeing it frequently advertised as a school bag- holding headphones, a laptop, and a 32 oz water bottle in several of their ads. With that in mind I was slightly disappointed by the size. I managed to fit my 11 inch iPad, 24 oz water bottle, headphones, and a bread pouch with pencils and pens but all of that was a very tight squeeze. If I had a bigger water bottle and a laptop instead of an iPad I doubt everything would fit. So if you are planning to buy this for school I’d recommend buying the large size or opting for a backpack
That being said, as someone who lives just outside of NYC it’s great for every day use. I can fit my camera, toiletries, medicine, and foldable totes inside and the compartments in the bag make everything very easily accessible. I like that I can choose between easily clipping my keys and wallet on the outside carabiner for easy access or on the inside if I want the extra security. The outside pocket is also really nice as I can fit my wallet, phone and cash and put it towards by body so I’m less worried about pic pocketing. Very versatile and lots of different options for organization