Complex sentence: Extensive touring with the Grateful Dead honed his understanding of the music industry and his early management model adopted emerging technologies which combined with tried and true music industry management techniques have placed him at the top of the industry.
Split into simpler sentences: Extensive touring with the Grateful Dead honed his understanding of the music industry. His early management model adopted emerging technologies, which, combined with tried and true music industry management techniques, have placed him at the top of the industry.