What are the least deserving successful sites/apps?

Of course the million dollar homepage is worthy of its success. Quite frankly, it's a brilliant idea.

There are very, very few things that are truly "unworthy" of success; your view of this strikes me as far too general. Just because something doesn't awe you in technical marvel doesn't mean it's not an excellent product.

What about mediocre early apps in Facebook/iTunes that succeeded simply because they were early adopters with little competition?

Building faster than anyone else is value.

Or more precisely, speed is a multiplier.

expert s-ex change

Scribd - it could have been nice, but unfortunately i hate their Flash overkill.

I'm impressed with 5 comments and no mention of Twitter

We'll i don't know about it being least deserving. I'm not a twitter user but i can see the simplicity that pulls people in. And it can be as useful as any blog, social network in general if you put it to good use and follow the right people.

No one proposed MySpace or Facebook either.