Have you checked WinMo 6.5 on the HTC Touch Pro 2, running SPB Mobile Shell? It's a whole different UI, AMAZINGLY simple and easy, totally 'drag and drop' customizable, and downright sexy.
There's a 14 day free trial of SPB Mobile Shell, and I'd highly recommend trying it. It's what a mobile phone OS should look and operate like. And you still get the most powerful mobile OS out there (WinMo 6.5) to operate on.
I have the tilt 2 and am running SPB Mobile Shell. I do love it, but most aren’t going to buy a custom shell. The defeault windows shell sucks and the HTC shell is cool but not very functional.
Plus the phone has some bloat on it that makes it slow from time to time. WinMobile 7 will fix that by not allowing every app to multitask. Once again losing a power user feature when compared to 6.5; however, I can see the need because they need to control battery life and responsiveness of the phone. Howver, my tilt2 has had the best battery of any phone ever. I go all day and remain above 80% battery. I’m truly amazed by it.