Filson dryden? Or something else.

Headed to LA next week. Thinking about checking out the Filson store for the Dryden. Maybe the journeyman pack but I really want external water bottle slots.

I was wondering if the Dryden is comfortable overall for work and travel. This would probably be my multi-use backpack for a minimum of a few years. Comfort is definitely my priority but I want something that looks good taking it into the office.