The two did not know one another prior to the beginning of the RCC's campaign against Stanley. Although they knew each other for only a brief time, and were superficially very different, the deeper similarities which came from them both being Royal allowed them to develop a strong romantic relationship. Ansom invited Jillian to come to his tent during their first meeting at the beginning of Book One. Jillian nearly decided to join him then, but changed her mind while walking towards his tent. Her initial ambivalence about starting a romantic relationship with Ansom is probably attributable to the fact that she was already involved in a relationship with Wanda. Despite Jillian's hesitations, Ansom continually trusted Jillian despite large amounts of evidence pointing to her being a traitor. The love that Jillian and Ansom shared gave Jillian the strength and desire to break Wanda's suggestion spell.
Jillian was deeply troubled by the death of Ansom at the Battle of Gobwin Knob. Charlie's revelation that Ansom had been decrypted by Wanda played a major role in Jillian's decision to ally with Charlie. After traveling to Jetstone, and giving Jetstone what she believed was a decisive military advantage, by having Vanna and Charlie prematurely end Gobwin Knob's turn, Jillian formulated and carried out a plan to capture Ansom. She hopes that Vanna will eventually be able to Turn Ansom. But turning Ansom may have become more difficult, because he strongly disapproves of Jillian's decision at Progrock to croak instead of capture all of the decrypted units in that city.