Tick anything you already have, in any order. Quests unlock once this is done.
A kit costs less than buying the awl and the waxed thread separately, and the thread in it will be the right weight, which is hard to judge on your own.
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: Fold and sew a single signature