I've used mine for half a year almost every single day.
Mine is the regular (large) size and it has held up perfectly. I love the fact that I can throw in my laptop in the middle compartment without having to use a separate laptop case, and that there are zippers and compartments for the usual items that I carry.
I usually carry a laptop+notepad+textbook(quite thick)+water bottle+makeup bag.
The saffiano leather has become slightly softer and it is not as boxy as it first came in. But then, that's what makes me like the York buckle even more. I like bags that are rather structured but not too structured.
If you want a bag that can go both casual and formal, get the York!
It's so functional and versatile I never regretted that I bought it