Never do a music industry startup unless you have a billion dollars, can raise a billion dollars, or plan to be acquired by a company with a billion dollars to spare. That's the table stakes for going toe-to-toe with the big three. They'll bleed you to death with licensing fees, deputise you into their copyright enforcement police, upload their songs to your platform on one hand while suing you with the other, and al…
https://www.youtube.com/watch?v=wTOlrN5-UGU
In October 2010, Caldwell spoke at Y Combinator’s Startup School event at Stanford University about the failures of imeem and of the challenges still facing the music industry. At the event, Caldwell delivered a cautionary message for entrepreneurs interested in music startups. Caldwell criticized major music labels for holding too much power, focusing mainly on the industry’s licensing deals for content. He said that the current state of the industry made success for startups bleak.
While some commentators praised Caldwell for his harsh but realistic insight on the digital music startup industry, many critics (notably David Hyman, CEO and founder of MOG) felt that the lessons learned from Caldwell’s experience with imeem did not accurately portray the industry as a whole.