You and I share a very similar history with respect to two-wheelers, though I was never on a motorcycle as a kid. I spent my late-teens/early-twenties road racing Cat 2, and doing a fair amount of mountain biking. I’ve been riding bicycles since I could walk, and pretty intensely since the age of maybe eight to ten. Let’s get this straight now. There are certain things you can get from racing bikes (the kind you power), things like looking through turns, getting a feel for braking and leaning, carrying speed through turns, and counter-steering. That’s where the similarity ends.
Who knows. You could be more gifted than most, but I bet that in getting back into things you’re going to have the most trouble with the two aspects of motos that don’t come up on man-powered bikes: throttle and shifting. The bike you’re drooling over has way more power than you’ve ever experienced based on your account. And yes, you shift on a road bike, but there’s no clutch and no matching engine revs, etc.
It all depends on money. If you can afford to loose a grand or two in the long run, I HIGHLY recommend getting a dummy bike to get you back into the swing of things, especially before buying a Duc. It’ll get you reacquainted with the feel of powered bikes, the weight, the speed, and give you a sense for what you like and don’t like in your dream bike. Spend six months to a year on it, then ditch it! At that point you’ll know exactly what you want and you won’t have to speculate.