No worries on the Questions Sk3lph always happy to help out if I can.
Also glad to hear you're going for the Skeleton. It's a great case in it's stock form and really fun to mod and fiddle with, plus there's no better way of showcasing all that expensive new kit.
The heat sink looks good, it's not one I'm familiar with so I can't comment on it's capabilities. What I will say is it might be worth seeing how you get on with the stock cooler. I've used various different ones along the way and although my current set up is better than stock, it's only by 2-3 degrees. I'm about to do a new build mod of this case involving the use of the mesh kit, and plan to look at the figs for the various cooling options. i.e stock, low profile and high end air.
I would say yes do use a fan with with your CPU cooler. it might not need it, but best to be safe. It should as you correctly point out be pointing down towards the heat sink
I have placed UV CCFLs in the case, there are plenty of little hide-holes for them to go into, a good place is up inside the cowling for one of the short ones, you'll need a few cable ties and nimble fingers to get it secured though, and don't be tempted to trust the adhesive pads that come with them as they're just not to be trusted.
I'll keep an eye on this thread so if you need more advice let me know.