I am a gadget geek, and buy a lot of devices. They were all bought, none were gifts. I do respect your opinion, but again, my experience has been excellent with WM devices. For me, WM did things most other devices could not, and did them well. Even the iPhone today cannot do things (without jailbreaking) that every WM device has done out of the box, such as file explorer which I use multiple times a day since I have many devices to share data with.
Concerning UI, I disagree with your opinion. Since WM was designed for business users, and basically a mobile extension of their desktop computer, it made sense to mimic the desktop UI the users already knew. The main goal of users at the time was to be productive, not entertained. The Windows desktop uses a start button, hence a start button on WM. Click the start button on WM and you have easy to understand menu selections such as programs, settings, IE, mail, contacts, calendar etc. along with your most used applications. A main feature of WM (at least Classic) was the ability to customize it to your liking. If you don't like the standard UI, customize it to your liking using included tools, or low cost utilities such as Pocket Plus. If you want a slick, animated UI, those are available as well. Mobile Shell is as glitzy, and slick as the iPhone's if that is your thing. Try customizing a non-jailbroken iPhone.
Concerning the iPhone, IMO it was not the great leap foward many stipulate, in fact, in many ways, the feature deficiency was a step backward. The iPhone does have a great sceen, bigger menus, and a powerful, yet flawed for single column pages browser included. The main UI is a series of icons like every Palm OS device out there with a few slick transitions added before the selected app is shown. Older WM devices came with a Home app that had a similar icon arrangement. When you select the program item from the start menu on WM, you have a series of finger-friendly icons listing all programs. You scroll vertically with WM's program listing rather than horizontally on the iPhone, and could scroll with a button rather than flicking. One thing the iPhone did was enlarge the menus etc. to be more finger-friendly which is a good thing, but for me, that was a small evolution, not revolution since I rarely use a stylus with any of my devices.
When WM was first designed, screen technology was certainly inferior to what is available now. I am not saying different approaches to UI design are bad, I welcome new approaches since user options are always great. I am not defending the concept of a start button per se, but I am defending why the start button was included in WM when the interface was designed as it was years ago. Five+ years later with a magnum increase in available technology, Apple evolved the experience a bit. I know many think Apple evolved the experience significantly. I respect their opinion, but don't agree with it.
As indicated in my original post, mobile Safari is great for multi-column sites, but leaves a lot to be desired for single column pages, and forums. There are many browsers available for WM that do mobile, and full well.
No mobile OS is the best for everyone. The iPhone is too feature deficient, controlled, and consumer oriented for my needs. I bought an iPod touch so I could experience iPhone OS, mobile Safari, and multi-touch extensively (all over-rated IMO). The iPod touch is definitely fun to use. Then I try to do the things I need to do, and the iPhone / iPod touch are big failures. I don't care how slick, fun, and pretty a device is if it can't do what you want to accomplish, it is a failure for you. If the iPhone meets your needs, fine you have a slick, solid device. IMO, the pendulum has swung way too far in the direction of how slick, fun, and animated the UI is vs. can the device do what you need easily, quicky, reliably with a minimum of inputs. Most of the press, both mainstream, and tech oriented, range between salivating, and orgasmic when they cover the iPhone with barely a mention of the missing features that are avaiable, and used on other platforms.