Hello!
I don't really have a good answer to your question, but I don't want you to go unanswered!
Bottom line, I don't think there are any rules (that I know about) concerning drawing catalytic cycles. I can comment on a couple things however. On the top of my head, I can't think of a catalytic cycle that was drawn counter-clockwise. It wouldn't change the meaning at all, but I feel that it might just be a sort of "social norm" in drawing catalytic cycles clockwise. Also, I think typically you start at the top with the initial form of the catalyst--what it's like before any of the catalytic process has started, before it has interacted with anything (in practice, some catalysts are not initially active, but that's all in the nitty-gritty details). Anyway, with that in mind, I'd say the tendency is to start with the initial catalyst before any chemistry, and start with the first step going clockwise. Other fancy things such as the center of Monsanto process probably rise case by case--of course aesthetics and understandably are undoubtedly important factors.