Complex sentence: In 2001, Watt-Roy completed sessions with members of Madness, with whom he sporadically joined for live work at the time, and the ex-producer of Depeche Mode, who had recorded him jamming with drummer Steve Monti with plans to sample the results.
Split into simpler sentences: In 2001, Watt-Roy completed sessions with members of Madness and also joined them sporatically for live work. He also worked with the ex-producer of Depeche Mode, who had recorded him jamming with drummer Steve Monti meaning to sample the results.