[quote=Voltaire]
Cool. I'll wait and see if anybody else wants to get in on this or has already started something. But in the case no one has, what should we do? The most obvious thing would be to start a riot I suppose. Any other ideas?
[/quote]

He's the guard captain, right? He'll probably be a badass in his own right and also surrounded by likeminded individuals. Now, if you could spread the guards a bit, it might make things a bit easier. Enlist some pickpockets and thieves, some brigands are bar brawlers, get enough trouble started in distant parts of the city and the guards'll be forced to respond. The downside to this is of course, with such an orchestrated timing, he'll know something's up and be ready for you. Checks and balances, pick your poison on if you prefer a firing squad waiting for you or a small elite group of badasses.