Background
Lionheart was one of Ozpin's associates, but for an unknown amount of time, he was in contact with Salem's associates, leaving his allegiances in question up to his debut in RWBY.
RWBY
Working for Salem and Watts
Lionheart is startled by Qrow's sudden arrival.
Several months after the fall of Beacon Academy, Dr. Arthur Watts visits him in Mistral on behalf of Salem. On a later day, Lionheart receives word from Qrow Branwen that he will be coming to Haven with a few students from Beacon. When he meets them, he is shocked to hear that Team RNJR has already learned about the Maidens and Relics from Qrow. Inside his office, Lionheart explains what has happened to Haven. According to him, shortly after the fall of Beacon, the Grimm attacked the city of Mistral, prompting the teachers of Haven to fight off the monsters. Lionheart gives them all a leave, causing a complete desertion of the school. When Qrow reveals that the Spring Maiden is with his sister Raven, Lionheart copies the coordinates of the location of the bandit tribe from Qrow's Scroll and insists he needs time to convince the city council that he needs Huntsmen for the search. After Qrow and Team RNJR leave, Watts contacts him and tells him he needs to work on improvisation.
Watts then appears and takes Lionheart to a Seer, which establishes connection between them and Salem. Lionheart then gives his report about the location of the Spring Maiden and implores her to hurry because he is at odds with Qrow. He is suddenly choked by the Seer, and Salem warns him not to overstep his boundaries before she has the Grimm let him go.
Lionheart is consulted on his cowardice by Raven.
Many days later, Lionheart is visited by Raven after she had made a deal with Salem’s faction for her brothers death in exchange for having Vernal lead them to the Relic of Knowledge. At her request, he calls Qrow and tells that he has prepared a raid party to fight the bandits and retrieve the Spring Maiden. This is to set up a trap to have Qrow killed in an ambush. After ending the call, Lionheart admits to Raven that he works for Salem because he is afraid of her and knows that she is an unstoppable force. He acknowledges that he has crossed a line with his betrayal to Ozpin and the Beacon headmaster will never forgive him. After Raven tells him to man up because he did what he had to do to survive, Lionheart asks who she is trying to convince but receives no answer as she leaves his office.
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Battle of Haven
Lionheart readies his weapon to fight Oscar.
On the night of the full moon, Lionheart met with Qrow and the students and nervously asked why they brought their weapons. Suddenly, Raven revealed herself the conspiracy between the Haven's headmaster and Salem's crew. Cinder Fall, her faction and Hazel Rainart also appeared and ambushed the heroes, and the Fall Maiden revealed that Lionheart had been working for Salem for a long time and sent her information that allowed her to kill the Mistral Huntsmen and Huntresses, much to Qrow’s horror. In the ensuing battle, Lionheart was confronted by Oscar Pine and told him to leave. When the boy continued to approach him, Lionheart attackedhim with his weapon but to no avail as Oscar drew out his cane. Upon seeing the weapon, Lionheart was shocked that Ozpin managed to reincarnate so quickly. As they fought, the headmaster thought of a plan to turn the boy to Salem in the hopes of pleasing her.
After Cinder impaled Weiss Schnee, Oscar knocked Lionheart down the stairs, and Hazel criticized him for having a boy make a fool of him. The headmaster told him Oscar is Ozpin's reincarnation, and Hazel dropped him to the floor. Lionheart opened the way to the Vault for Cinder, Raven and Vernal and was instructed to make sure Ruby was kept alive. Later on, he aided Hazel by firing projectiles at Oscar and Qrow as a distraction.
After the White Fang were halted outside and Ruby shot at Lionheart, the headmaster retreated to his office. He rifled through his desk only to find the Seer at his door. Salem used the Grimm to ask where he was going and if there was anything Lionheart wished to tell her. Lionheart reported that Cinder altered the plan to allow Qrow and the students to show up. He said the White Fang attack was stopped and the Relic of Knowledge may not have been recovered.
Death
Lionheart panicked. He repeatedly swore he could still assist Salem, but she was unmoved. He attempted to shoot the Seer, but it quickly disarmed him. He then resorted to running around the Seer, but it wrapped his leg. He continued to scream as the Seer dragged him across the floor and sliced him with its tentacles. After Lionheart struggled to give his final "please", the Seer sliced him one last time, killing him. From her domain, Salem called Lionheart a coward.
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