I have this hard-to-break habit of watching at least one startup/entrepreneurship/creativity video before going to bed at night, so I hope I'm somewhat qualified to answer this question. My personal favorites from the channels I'm currently subscribed to are (sorted by preference; in descending order):
- https://www.youtube.com/user/PandoDaily - the fireside chats with Peter Thiel, Elon Musk, Fred Wilson, Brian Chesky, John Doerr, Tony Hsieh are especially recommended
- http://www.youtube.com/user/ThisWeekIn - my favorite episodes are those with Naval Ravikant, Phil Libin, David H. Hansson, Chris Sacca, Chamath Palihapitiya and Eric Ries
- https://www.youtube.com/user/EverySteveJobsVideo - All the Steve Jobs videos in one channel
- https://www.youtube.com/user/1veritasium - Veritasium: an element of truth
- https://www.youtube.com/user/webofstories - Stories from Donald Knuth, Benoit Mandelbrot, Marvin Minsky
- https://www.youtube.com/user/PandoDaily - the fireside chats with Peter Thiel, Elon Musk, Fred Wilson, Brian Chesky, John Doerr, Tony Hsieh are especially recommended
- http://www.youtube.com/user/ThisWeekIn - my favorite episodes are those with Naval Ravikant, Phil Libin, David H. Hansson, Chris Sacca, Chamath Palihapitiya and Eric Ries
- http://www.youtube.com/user/ecorner - Look for the talk by Phil Libin
- https://www.youtube.com/user/bigthink - Larry Wall and DHH
- http://www.youtube.com/user/kevinrose - Ignoring the raccoon toss video :D
- http://www.youtube.com/user/AtGoogleTalks - Look for a converstaion with Garry Kasparov
- http://www.youtube.com/user/KasparovCom - Into the night with Garry Kasparov and Peter Thiel
- https://www.youtube.com/user/techcrunch - Don’t laugh, but I love watching TC Cribs.
- http://www.youtube.com/user/UCBerkeleyHaas - Look for Guy Kawasaki!
- http://www.youtube.com/user/masterlock77 - Trial by Fire: Yabusame
- http://www.youtube.com/user/leweb - Look for Gary Vee!
- http://www.youtube.com/user/StartupGrind - Check out the fireside chat with Vinod Khosla.
- http://www.youtube.com/user/atotaldisruption - Justin Kan!
- http://www.youtube.com/user/500startups/ - Marc Andreessen & Dave McClure!
- https://www.youtube.com/user/building43 - ‘small teams BIG IMPACT' by Robert Scoble
- https://www.youtube.com/user/stanfordbusiness - Look for the fireside chats with Elon Musk and Marc Andreessen
- https://www.youtube.com/user/princetonstartuptv - Princeton Startup TV