I think an important thing to consider is whether you intend to keep the bike for any length of time. When I was looking to buy, I knew that, whatever it was, I'd be keeping it for as long as possible. That's why I went for the Speedie. It was WAY over my budget but I'd always wanted one and I know that I'd regret it if I didn't get one.
If you have to justify it to the head, ask yourself what sort of support is available? Triumph offer a 2 year warranty. There are plenty of aftermarket goodies and a lot of forums like this, to help you spend yet more money, should you wish, or help out should things go wrong. I could bang on about the 'cool' factor, too...but you probably know all about that.

neill