It is eventually revealed that Milo Pressman has a romantic interest in Nadia Yassir. After letting Nadia use his clearance code, she is worried that someone will find out she is using Milo's clearance code illegally, but Milo holds her hand and reassures her they will get through this together. When Nadia is revealed as a possible mole, he defends her and gets into another fight with Doyle, who says that Milo is "itching to sleep with her" because of his actions regarding Nadia's situation. Bill breaks up the fight and ultimately orders the removal of Nadia, despite protests from Pressman. Milo looks on helplessly as the guards escort Nadia to holding. While baffled at the mere fact Nadia is being accused of treason, a Division member and former Denver coworker, Connell Johnson, informs him there was evidence found that proves Nadia's innocence. Milo is then worried when he finds out that the evidence is with Doyle. Milo believes Mike will cover up the evidence to save himself (Mike) from the ridicule of physically interrogating an innocent person. He tries to scuffle with Doyle to try and prove his point, but Morris says that Mike did not cover anything up, but gave the evidence to Morris for confirmation that the evidence was valid. After Nadia is proven to be innocent, and Milo while setting up her workstation is told by Chloe that his feelings for Nadia are no secret in CTU, it is hard to determine whether she reciprocates those feelings. After she continues to reject his attempts at 'heart to hearts', A frustrated Milo pulls Nadia into a passionate kiss. On the next episode, Nadia Yassir tells Milo to forget about the suspicion of terrorism and not worry about their romantic attachments at that moment. Milo, agreeing, however says neither he or Nadia will forget the kiss. However, it comes right back when Milo questions why Nadia would show concern for an injured Doyle because of what he did to her. Nadia tells Milo that Mike isn't the bad guy Milo thought he knew to be and clashed with in Denver. Milo disagrees, and refuses to help her when Nadia has a system problem. They continue to argue until Morris settles the two down, and Milo, albeit reluctantly, proceeds to fix Nadia's problem.