Caputo and Pearson argue with the latter's father against this unfair treatment, and his frustration results in Pearson quitting. Later, while in bed with Figueroa, she reminds him that his constant efforts to help others have only ever held him back, and tells him that he should start looking after his own interests more – that, instead of fighting for his employees, none of whom have shown him any gratitude for his efforts, he should instead try and advance his own interests within the corporation. In response, Caputo filled Pearson's position and immediately broke up the union causing most of the older, more experienced staff to immediately go on strike. At the beginning of the fourth season, he is forced to call for reinforcements from max to replace the guards that walked out while the prisoners escaped and started playing in the lake outside of the prison. During the crisis, he is informed that Judy King arrived and is instructed to give her special treatment by MCC, partly to ensure she is given no opportunity to sue the prison after her release, and partly to create leverage over her in the event that she decides to do so. He appoints Desi Piscatella, one of the reinforcements that came from max during the strike, as the new captain of the guards after the crisis is over. During a meeting at MCC, he recommends using veterans to supplement personnel and to house them near the prison in the existing housing to save money. He also meets Linda, an executive he starts a relationship with and appoints Taystee as his secretary at Linda's suggestion. He is repeatedly confronted by Crystal, Sophia's wife, and eventually uses a smuggled cell phone to anonymously show proof that Sophia is in the SHU, resulting in her being returned to general population. He proposes to Linda that the prison should offer college classes to the inmates, only to be disappointed when Linda informs him that MCC replaced the common core classes with labor-intensive classes that are just a front to make the inmates do unpaid labor. After Aydin's remains are found in the garden, he orders the guards not to interrogate the inmates and to let the FBI handle the situation when they arrive. Following Caputo's departure, Piscatella promptly ignores his orders and the following morning, he threatens to pull all of his guards if Caputo attempts to suspend any of them for their actions. After Poussey's death, he sends Piscatella home and attempts to convince MCC to call the police. He is ordered to wait until MCC can find a way to relieve the company of any blame for wrongdoing, and then finds out that the company wants to turn Bayley into a scapegoat.