Insurrectionist Leader

"If they weren't on to you before, they definitely will be now. Come with us Connie. I'm not gonna lose you over this."

- The leader persuading C.T. to come with him.

The Insurrectionist Leader first appears in a flashback during the Season 9 episode Planning the Heist.

Mission in Space
The soldier is first seen in Planning the Heist during a flashback sequence. Afterwards, he was seen again talking to Freelancer Agent Connecticut in the episode Whole Lot of Shaking, through video. Their conversation was cut short when Freelancer Agent Washington walked in on them, forcing C.T. to end the video call. The Insurrectionist Leader made a more prominent appearance in Season 10, commanding the Insurrectionist destroyer Staff of Charon. There, he and C.T. reunited and discussed the location of secret artifacts. During this episode, the Leader seemed to show a great care for C.T., imploring her to come with him when it was time to leave the ship. She does and the two are later onboard the Staff of Charon as it comes out of debris and attacks the Mother of Invention. Although they seem to have the upper hand, he orders them to go into slipspace but leaves behind a nuclear device.

Battle at the Longshore Shipyards
The Leader returns with C.T. on a Falcon, where he rejoins with his fellow Insurrectionists. However, his comrades show distrust towards C.T.'s arrival. Shortly after his return, Project Freelancer invades the Insurrection base. He can be seen overlooking the battle and commanding troops. Later, he and C.T. enter a bunker where they are attacked by the Freelancers. They are defended by Twin Insurrectionist Turret Soldiers, who allow them to escape. However, Tex and Carolina manage to surpass the turret guards and begin their pursuit for C.T. and the Leader.

Trivia

 * The soldier seems to be one of the few people that calls C.T. "Connie", possibly hinting a strong relationship between the two.
 * The Insurrectionist Leader is the ninth character to show his face on screen. He is also the second non-freelancer to reveal his face.