If you're looking for entertaining but enriching videos, you may want to take a look at Gel Conference. Gel ("Good Experience Live") is a conference and community, founded in 2003, exploring good experience in all its forms – in art, business, society, technology, and life.
One of my favourite videos on Gel is Seth Godin's "This is broken". Here is a description from the website:
Why are so many things broken? In this entertaining talk – one of the favorites of Gel 2006 – Seth Godin gives a tour of things poorly designed, the reasons why they are that way, and how to fix them.
One thing is sure, Seth's inspirational thinking is definitely not broken.
Have a great start of the week! 🙂