Another option you could do is to say within your application is that he DESIRES to pursue some sort of law enforcement career. So that way, you can implement this desire through roleplay, rather than writing it down directly, and forcing it to be held up by rules. That way, his occupation could even change during different roleplays. Unless you have a character that you already plan to be doing a certain job, it is much easier to simply suggest what the pony wishes to do, and what motivates him, so that way, you could build his career through fun and exciting roleplay, rather than just sitting and *mumble grumbling* through all the little details. If the block stays with you, then simplify things, being overcomplicated with your own character sometimes is the biggest cause of writer's block. Just let it... flow? Hope that helps /: