(This is my dengar taking 7 out of 8 hit points off y-wing in one turn!)
I decided that the best thing to do was to try some concept sketches as to what I thought would work. So I broke into my wife's colouring pens and did a bit of drawing:
Here's the first offering. I'm really taken by the purple, and I've seen a lot of repaints where the crescent is repainted a spot colour (red, blue etc) with the rest of the hull a normal colour. I thought about adding some detail through a stripe or double stripe, and splashing some white in there as well. All the time desperately trying to avoid the cockpit looking phallic.
I scribbled down some names as well, I was thinking about something to do with purple, or royalty. I think I've probably settled on the "Royal Court Cartel" if I use this a purple colour scheme. I think I would go for more shading along the crescent, and transition of from quite a light purple to a darker purple.
My other attempt was inspired by reading copious amounts of wookiepedia. The Crimson Nova were one of the most powerful bounty hunter guilds, and specialised in collecting bounties on Jedi. I went through a few ideas here, trying to get the shockwave of a supernova expressed on the crescent of the ship.
I took a bit of inspiration from this picture for the third design on this page. And I think that's the one I'm going to use! I'm gonna have a white-ish hull and then paint a shockwave onto it. So this jumpmaster will be flown by a crimson nova bounty hunter. For the second one (if I buy a second!) I might go with the royal Court Cartell, but equally I might do something with the colour green. I have a lot of shades of green paint, where as I don't really own any purple! Stay tuned for updates on the first one soon :)