Okay, so I spent yesterday at work giving this question some serious thought and here's something I came up with. Let me know what you think.
House Ashyld has three sons. Markus, the eldest. Symmon, the middle. Ottan, the youngest. Markus the eldest is known among the house, its allies and its servants as having a cruel heart. He is a hard man and makes great demands of those who serve the house. Markus is also the obvious heir to the house and works currently in close stead with the sons' father, Riccard. Markus and Riccard are of a similar disposition and both see the future of House Ashyld tied directly to House Wrynn and its current regent, Lady Onyxia.
Symmon, the middle, is known as a kind and good man. Generous, honest, and down to earth. He has convinced his youngest brother, Ottan, that House Ashyld should be seeking allies outside of House Wrynn to assist in the pressure the Black Rock orcs are putting on Ashyld territory and Red Ridge as a region. Symmon does not speak of betraying House Wrynn, merely of seeking allies who will be able to act more immediately than distant Stormwind can with its current political upheaval.
So Ottan is going out into the world to spread the good name of House Ashyld, gather friends and allies, and to attempt to serve the region as a whole.
However, Ottan is not exactly the same kind soul his brother Symmon is. Ottan is much less perfect, and is known to have a hard streak that is similar to that of his father and eldest brother. I'm making sure to include this last part because I don't want Ottan to be some sort of shining knight, but instead something more close to a Lawful Neutral noble than either of his brothers.
How does that sound?