One of the challenges we're finding in the classroom is the difference between digital natives and digital immigrants. This article by Marc Prensky discusses some of the issues. However, I find that age itself cannot be used as a determinant as to which students will be comfortable with technology and which ones are not.
Recently an article in the Chronicle of Higher Education discusses the fact that we are seeing the same issues with faculty. New Ph.D.s coming out of their programs have been exposed to educational technology as a tool in the classroom. However, faculty who have been teaching for many years may not have the expertise or desire to use wikis, blogs, Skype, etc. You can read the Chronicle article here.