Yes. Viktor also needs to set aside a minimum of 1/4 of his job system income to pay off his 500 gp shop. If you don't ever intend to sell (MW) items to PCs, then there's no need to create a shop thread for it, of course.
And in a related question: how lenient would we be in, uh, retrospectively declaring that a PC had begun a job? If I'd realised just how long Conuld would be idle, I'd have had him start magecrafting the day he got back. Oh well.
Your second question was partly implied in my first, as I stated I assumed he was doing this while waiting in the inn (since if I'm not in the inn when the adventure pops up, I'd be screwed.)
For the first portion, if Viktor was approved on the 14th of April, and his adventure began on the 6th of October, do I just go by the number of 7 day intervals between those two times? Is there a 'quick' way to calculate that out?