Thats because twitter is useless for personal stuff. Its ok for businesses/internet celebrities, since its another way to push their crap, but regular people gain next to nothing from using it.
the problem is that for it to be useful you need to have a large following. So basically you end up with a chicken and the egg problem as a user.
I mean take you for example...you have 365 followers, and chances are most of them is due to you being a visible internet entrepreneur. But put yourself into a regular user's shoes, how useful do you think twitter would be with 5-10 followers...if that? I mean for Twitter to work, you need to convince other people to use something that they see as being completely useless. And the loop gets reinforced, since you yourself aren't seeing the usefulness of Twitter yet.
That is certainly a good point, and Twitter's value to me has certainly increased over time.
I started with a handful of followers too, though, and I don't recall it being such a terrible chore to log on to Twitter every once in a while and follow a few people here and there. Soon enough, a handful turned into more, and more, etc..
I don't think you need to be a visible internet entrepreneur to have a few hundred followers...