everyone has slightly different method of rooting the cuttings. i earned to root from this forum using paper towel. jon's new baggie method with soil mix seems to indicate some sort of soil media will help root faster.
i prefer to monitor each stage to make sure my cuttings are progressing. so i go through baggie with paper towel, cup, then 1 gal. however, if i don't see roots in baggie by 4th week, the cuttings will go into cups regardless. usually, it's 50/50 at that point. some will root at that point and grow well.. some will not response and will die off.
personally, i think rooting a cutting and growing it into a tree is like a magic. it still fascinates me every time i root a cutting.