I too find great reward and enjoyment in mastering a new and more sophisticated boat. Learning to be more sensitive to this new ride, and forever becoming more aware of the wind and water. And to see progress in my boathandling skills each year.
Take the plunge! You will only love the sport more, and you can still do all those things with the new cat. You'll soon forget about the money, or come to feel it's worth the dollar spent.

Dave