Macklemore/Ryan Lewis have a lot in common with modern startups. If you know Seattle, they have a small studio on Aurora. Software and shrewd attention to quality put them where they are today. It's been fun to watch their rise; I hope it continues to go so well.
(And, if Macklemore becomes mayor of Seattle in 2025, it'll be funny as hell.)
Pitch for their first album: http://www.youtube.com/watch?v=tNXWOl81mBE
Giving away tickets on Craigslist: http://www.youtube.com/watch?v=UG30mzdOzoc
Kickstarteresqe promo video: http://www.youtube.com/watch?v=qGcm4lOr9CQ
Jumping on the Tiny Desk at NPR: http://www.youtube.com/watch?v=JrEJmvuKSwo