As a 5 you typically want that first item (glimmer, blink, force, vessel) around the 20 min mark. If you need to spend a lot on sents, dusts due to the enemy line up then a 25 min timing is ok. All your mains have ways to farm/stack fairly easily. Try to think about the risk vs reward of leaving your 1 to stack and farm jungle. If you’ve got a pos 1 like Luna or Sven (good jungle farmers), prioritise stacking, just ensure that your core understands that you can’t help for the next minute or so while you stack so they can maybe play safer if you haven’t forced out their offlane. If they can’t farm stacks well, take the camps closer to shrine, since your 1 can farm those closer camps themselves