Tick anything you already have, in any order. Quests unlock once this is done.
Paper matters as much as the pen. Normal printer paper feathers and bleeds, which makes a good pen feel bad and sends people back to biros.
2 things left above. Quests are real things you go and do, so they only make sense once you have what you need.
First one waiting: Flush a pen properly and refill it from a bottle