I'm sorry, but successfully running a digital download store in a desktop app does not impress me. Apple's innovations with the store were not technical but contractual (originally getting record labels to agree to flat per song pricing).
iTools/.Mac/MobileMe/iCloud are all the same thing, but signify the number of reboots they have had over the years. Each time they say "it's fixed!" and then yea, it's not.
Be my guest if you want to believe Apple is great at the web. Meanwhile Google will be feasting.
They have had lots of security problems, but yes it is successful. It's also slow and outdated. I have not built anything that size, but I'm also not the second most valuable company on Earth. My point was simply that other companies are better at the web than Apple is and that shouldn't be the case considering their resources and the importance.