Whilst, Harry was satisfied with their compliance in providing information about their mission, he still continued to monitor Alex and Ryan, secretly, as part of his mission. In addition, he befriended Leigh and started to approach, Sebastian, another recruit and his roommate at The Farm. After Leigh left the training facility, Harry tried to maintain a close distance with Sebastian. At first, Sebastian did not reciprocate his friendship and was adamant that Harry was a distraction from his religious purpose. Later, Harry developed romantic feelings for Sebastian. In turn, Sebastian started to be on friendly terms with Harry. However, this was short lived after they get into a heated conversation, during a training exercise at Camp Peary. Although, Harry and Sebastian, try to come to an understanding of each other, during their training mission in Germany, Harry realized that Sebastian's religious indoctrination was incompatible with their friendship and acceptance of Harry's sexuality. As a result, Harry made the decision to move out of their dormitory and into Leigh's old dormitory for the duration of their training.

During the last few weeks of his training, Harry managed to come to a friendly agreement with Alex. After Alex recruited Harry to help her with spying on the rogue AIC members within Camp Peary, he asked her to tap one of the NSA data centers during their training exercise, in order to gain intelligence on Sir Lawrence Bishop. After Alex succeeded in her mission, Harry tried to use the intelligence to expose the corrupt dealings of the magnate.