Complex sentence: Despite subsequently appearing on releases by P. Diddy and G. Dep, he did not make another hit single: his second album, "The Black Rob Report" failed to perform as strongly as his debut and quickly disappeared from the "Billboard" 100 charts.
Split into simpler sentences: Despite subsequently appearing on releases by P. Diddy and G. Dep, he was unable to follow up with another hit single and seemingly fell into obscurity. His second album, "The Black Rob Report" failed to perform as strongly as his debut and quickly disappeared from the "Billboard" 100 charts.