I think a side-lesson from this article is how difficult acquisitions/enterprise sales are in general. When you are working with a huge organization like Google you really need to identify the few key people in favor of your deal and who are trying to scuttle it. I think Chan was perhaps right for Google to not buy Skype, but it's a good lesson when you are trying to get Google to buy your startup. Or even if you are trying to get a big company to license your technology or be a customer. Find your benefactors and detractors and manage both to win deals you want.