"Worth" is up to the individual. Proving something to be reliable over something else is kind of a hard task. No machine is guaranteed to be failure free. Even Wilsons have had to go back for work, but I would wager the frequency of of it being much less than some other 1911 makers.

The high end 1911s are for connoisseurs or those that appreciate/desire a more hand-fitted gun.

The Wilson will come with better magazines and their Armortuff finish is a very durable finish should you choose that option, but plain stainless is nice as well. If I had to choose between one of the two, I would choose Wilson. While I don't have a CQB, we have a a Professional Bobtail and have been much more happy with it than the four Kimbers we've had over time. It's been the epitome of reliability, but I can say the same about my Les Baer which costs a little less.

My opinion only is that you should save that money you were going to spend on the Kimber, and be that much more ahead on acquiring the Wilson.

My Series 1 Classic Custom (Kimber) is now mostly Wilson. The only original Kimber parts left are the slide, frame, hammer, and sear. I don't know whether to call it a Kilson, or a Wimber.