The base idea is great, but i dont think that the "i can give you power" part its accurate... you are the Dovahkiin, Dragons Fear you, you ARE power. Perhaps a different approach on getting to the decision of taking the Jarl out, maby this Bob could just kill the Jarl, Poisoning his food maybe?, and the new jarl is being decided, by voting? so you need to get the city to support you, obviously the battle-born and grey-manes will have a stronger support depending on your civil war decisions, but... f*** you saved the f***ing realm & thanks to you the faction you chose won. This doesn't means you don't need to get the city support. but, yeah make it harder. like the only way to get the companions on your back is to be the harbinger, or a stupid amount of money, like teasing you, but you actually managed to get it. Just something to think about. I would love to be the jarl, and have ***SPOILER ALERT*** Odahviing on dragonscreech and (with a dragon riding mod) take off from the back jard of dragonscreech!!!