Complex sentence: Shortly there after, Caragonne began a decent into serious substance abuse, alarming Weisfeld, whom Caragonne dismissed, exacerbating ongoing problems with talent and production personnel, whom Weisfeld, to the bewilderment of the abrasive Caragonne, had worked long and hard to placate.
Split into simpler sentences: Shortly there after, Caragonne began a decent into serious substance abuse, alarming Weisfeld, whom Caragonne dismissed. Weisfeld's departure exacerbated problems with talent and production personnel, whom Weisfeld, to the bewilderment of the abrasive Caragonne, had worked long and hard to placate.