Tick anything you already have, in any order. Quests unlock once this is done.
Leather is cut, not sawn, so a genuinely sharp blade does most of the work. A kit gets you the awl, needles and waxed thread in matching sizes.
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: Cut a clean straight and curved edge