Cassandra de Rolo

Lady Cassandra Johanna von Musel Klossowski de Rolo is the head of the Chamber of Whitestone and one of Percy's sisters. She is the youngest of seven siblings. As an NPC, she is played by Matthew Mercer.

Excerpt from Percy's Intro
"One day, a mysterious couple, named Lord and Lady Briarwood, came to the court. During a feast held in their honour, the Briarwoods violently took control of the castle, killing or imprisoning everyone who would stand in their way.  Percy awoke chained in the dungeon, only to be freed by his younger sister.  Together, they fled, chased by the Briarwoods' men.  As they ran, Percy's sister took several arrows to the chest and fell."

Appearance
Cassandra is a young woman in her late teens/early twenties. She has dark brown hair with a few streaks of white at her temples, most likely due to her mental and psychological hardship.

Background
Cassandra was the youngest child of the de Rolo family. After the Briarwoods took over Whitestone, Cassandra freed her brother, Percy, and fled. While attempting to escape, Cassandra was hit by several arrows and fell. She awoke back in Whitestone as a hostage of the Briarwoods. Over the next several years, Cassandra would originally attempt to aid the rebellion, but it is later revealed that, due to them mentally and/or emotionally manipulating her, she was feeding the Briarwoods information so that the rebellion would fail.

Archibald Desnay claimed that Cassandra was helping the rebellion.

Cassandra was reunited with Percy and met the rest of Vox Machina when she was found by Vax. She seemingly had her throat cut by Professor Anders, but this was later revealed to be an illusion. She joined the party to fight the Briarwoods.

After walking them through the cavern down to the ziggurat, Vox Machina came upon a room covered in bronze. By pressing on opal stones on the walls, mysterious green glass residuum trapped them in, sans Cassandra. As Lord and Lady Briarwood stepped into the room, she revealed her alliance to the couple and denounced her relation to her brother, but not without looking conflicted.

At the ziggurat, Cassandra initially fought with the Briarwoods against Vox Machina, but as the battle progressed, the mental strain on her mind from her competing conscious overwelmed her and she dropped her weapons, stunned. She was later knocked out and tied up by the party.

Along with Lady Briarwood, she was taken to the tunnels as the party fled away from the pyramid, until they stopped to heal. This is when Percy woke and interrogated her. Cassandra admitted to collaborating with the Briarwoods so that rebellion would fail. This is most likely due to a sort of Stockholm Syndrome, as she depended on the Briarwoods to survive for years.

After fighting Orthax, Percy acqusitioned his sister to kill Lady Briarwood, so Cassandra proceeded to lay the finishing blow, but not with Lady Briarwood saying, "You could have been my daughter" to which Cassandra replied, "No. Cassandra is a De Rolo, and you took them away from me. And now we're taking everything from you," stabbing her, finally freeing herself and Whitestone from the tyranical rule. In some sort of vengence, Cassandra dragged the body to the acid factory underground and threw the remains of Lady Briarwood in a vat.

In the beginning days after the successful revolt, Cassandra revealed her hesitation to her brother, Brother Yennen, and Archibald about taking up power at Whitestone, because of her involvement with the Briarwoods and helping them dissuade any previous rebellions. She feared they may reject her as a worthy leader as she did have a hand in their disfortune.

Later, while talking with Brother Yennen and Vox Machina, she agreed to take up a seat at the newly formed Council of Whitestone to divide power.

Cassandra greeted Vox Machina as they returned from fighting Thordak, remarking they looked terrible.

Cassandra was kidnapped by Vecna and disguised as a guard, along with Gilmore and Kaylie. She was accidentally killed by Vex'ahlia, but was resurrected by Pike. Both she and Kaylie were taken safely back to Whitestone by Gilmore.

Cassandra was tended to in Whitestone and recovered from her injuries. A few years later, her experience with death combined with the past trauma she suffered under the Briarwoods lead her to a dark place, much like what Percy went through. Percy is there for her and helps her work through, giving her the support she needs to make it through and eventually heal. Vex'ahlia also helps train in her ways to protect herself so that Cassandra will never feel like a pawn. Cassandra continues to reside in Whitestone, though Percy and Vex ensure that she has plenty of opportunities to travel and see the world.

Trivia

 * When Professor Anders cut Cassandra's throat in front of Vax'ildan, it was actually an illusion.
 * Cassandra is the name of a friend of Taliesin in real life, who knows about the show and thinks he's "such a weirdo".
 * Many Critters have speculated that while Kynan served as Cassandra's bodyguard, they began a romantic relationship. While Matthew Mercer hasn't confirmed it yet, he has stated that their shared history with Ripley and their equally stressful positions of power "certainly sounds like a set up for a meaningful romance".