Yeah. This tutorial is a bit of a monster, I know, but hopefully it will answer most of your questions about the overall decision-making process of stamping. I hope you find it helpful.
It is also available (in a more abridged form) as a news article
. If you ever have any questions, feel free to ask! If they are of a technical nature, I may not be able to give the best answer (much of the software mentioned in this tutorial is not software I have used, or that I am familiar with - I just know that it works for making stamps), but I will do my best to be helpful.
The stamp template used in this tutorial is my own, and it is available for download here: [link]
You will definitely need to see this in full-view, as it is not readable otherwise.