As we know, the music business(and content businesses in general) have seen dramatic changes in how they work and their profits in the past 5-10 years. I would study this business to see how it will be able to project it's current model 5-10 years to the future and how your plans would impact this future to make it more profitable. A mutually profitable transition is needed. His ideas should be analyzed and assessed as to their chance of success, same with your ideas to make sure you have a long term plan. No battle plan survives contact with the enemy - and there are many enemies in the content business, esp patent trolls. Has he ever been trolled? what happened there? Good luck