Ahh but it was not a case of waiting till January, it was beholden to Macworld's schedule. Back then Apple needed it's fans when they released products. They didn't have Engadget's or Gizmodo's frantically typing up every product release minute by minute, or buzzing retail stores all over the world ready to showcase new products the moment they're unveiled. They weren't that big.
But they are now, huge in fact, hence they left Macworld in 2009. Because their retail stores were drawing numbers larger than Macworld. They also didn't want to be held to Macworld's schedule to release products, they wanted to do it on their own turf.
I'd argue that Apple have got the holiday season sorted out with the annual September refresh of the iPods. That provides customers with plenty to buy. However if you look at late winter/early spring there is definitely a gap in Apple's release schedule. A yearly refresh of the iPad could fill that gap nicely and keep the money flowing in for more of the year.
I'm also not convinced that the iPad will be a good video chat device. To get a reasonably flattering picture you'd have to hold the iPad directly out in front of you and at the moment it's simply too heavy for most people to do that for long. In comparison an iPod Touch with FaceTime would be much easier to handle whilst else being much cheaper than an iPhone; my guess is that this would be a really good seller.