Interesting idea but I foresee a few problems with the Aquilon races.
One: What does the Aquilon do after the jump? Are all the houses cool with having a Zoner capital ship pop in, along with a potluck of ships from all over Sirius? Not only could the Aquilon be in hot water, it could have repercussions for the whole Zoner faction.
Two: Furthermore, the Aquilon is to find its way back home unescorted, or is it going to carry its own escort? Or are you planning on jumping enough fuel to also jump back? What if some of the participants join the race for the express purpose of taking out a Zoner capital ship?
Three: I foresee the 'race' turning into a big messy CD furball right after the jump. Advantage to those with cloaks, I guess..
Four: While the race will end up starting in a random system, there are only three routes into Baffin. There is considerable risk of the race being ruined by piracy/terrorism/barges blocking the jump holes/etc.
Five: The Aquilon could jump into a star. It'd be interesting to see if the server could handle so many simultaneous deaths.
Six: Not sure if this is possible, but what if the Aquilon jumps and ends up... in Baffin, right on top of the finish line?