And Gmail stands out as the one web-app that the kids love. Woot, they love the one innovative web-app that really improved something? Unbelievable.
Not that I'm not willing to pay for a good service - I am (and do), but I need a lot of additional value over what I can get for free. Gmail gives me a lot of value, but I have yet to be convinced that its enough to pay for.
In a vacuum, I might pay for gmail. The problem is tied up in the fact that I also use 10-15 other services (twitter, facebook, etc...) that I might also have to pay for. If I could consolidate all of those into one place and pay just one bill, well then I might be tempted to pay.
The fragmented nature of the web itself makes monetization difficult.