Usually If I am going to write a role, I like to write it kinda like it is my chars diary. The first chapter or two are usually the beginning stages and how he got to the academy, and then I call it as it goes while talking about some of my near future goals. That way I don't have much of a guideline to follow and it gives me the opportunity for more stuff to write about if I accomplish my goal or not. When I was my second assassan tribunal, I got a good amount of Imm love for writing about how he grew up in the orphanage in Balator and adventurers would come in to slay all the children, and Draven would find various places to hide(which lead to him being sneaky.) Then eventually he got out and decided to join the Tribunals to try and protect people from such actions.