Is THIS SITE powered by wordpress? If not, which CMS is being used? Can a similar thing be done with Wordpress. For example, when you click the video it opens into the player above. How can one do this in Wordpress?
From viewing the page source, there's no sign I can see that it's WP. It looks like something custom made, but definitely the design was built on the 960 CSS framework The CMS end of it though might be a custom build.
Even though it's not built on Wordpress you could probably find someone who could build something similar for you in Wordpress or another CMS. It would take some custom work but it's probably doable with the right theme, plugins and some custom coding.
This should be easy. I could easily replicate this in wordpress. These are basically posts in limited context format with their dates highlighted. There should be very little change in the "loop" that wordpress utilizes. Every post is nothing but a video + description. So the loop would highlight the video and show the description to the video just like you see on the current site. Also, the archive feature is inbuilt in wordpress. A custom flash based player can be built upon existing flash video player frameworks, or you can choose to integrate youtube or dailymotion videos instead. The datewise permalink feature is also a part of wordpress. So the answer is that even though that particular site is not built using wordpress, making something like that with wordpress is a fairly possible task.