Complacency of the Learned

Complacency of the Learned is book written by Roxy's Mom and a huge literary success. At least six volumes of Complacency of the Learned were released, all fairly long doorstoppers. A poster of what is presumably the cover hangs from the door of Roxy's room and features a caduceus on it. The story of Complacency of the Learned directly relates to and the Condesce and was written by Roxy's Mom as a passive agressive taunt to the Batterwitch.

Calmasis
An androgynous young apprentice who is both the antihero as well as the main villain of the books. They turned their fellow disciples to their side and killed the wizard elders one by one, until only Zazzerpan was left.

It is heavily implied that Calmasis is a representation of Calliope and UndyingUmbrage's shared body, being an androgynous being, with a similar suit, in addition to the chains that the two wear in order to tether each other away from their sides of the room being shown in one shot. In the same picture, Calmasis is shown holding Doc Scratch's gun, which Calliope is known to possess. Even the name, Calmasis, could be seen as Calliope along with what could partially be uu's name

Zazzerpan
The leader and eventually sole surviving member of the wizard elders. He is known to have never lost a match of Chess, not even to the gods.

Frigglish
Roxy named her cat after one of the wizards in the book, which she sympathizes with the most. Frigglish was cursed by Calmasis to write virtually unreadable works of his knowledge, similar to the proportions of both Complacency of the Learned and Homestuck, and ended up being killed by his own books (note that in the beginning of Homestuck, John says Colonel Sassacre's Text could kill a cat if dropped, and Roxy's cat faces this precise fate).

Plot
The books main story is focused on Calmasis efforts to kill all members of the titular "Complacency of the Learned", a group of elderly wizards lead by Zazzerpan. All twelve are killed but Zazzerpan himself, forcing a showdown.

The cover art depicted above is the final chess match between Zazzerpan and Calmasis. It has many similarities to the events on The Battlefield, such as becoming checkmated and eventually losing The King but not ending the game. This directly references a game of Chess beween uranianUmbra and undyingUmbrage, in which uu seemed to lose his king, but it turned out it was his Queen in disguise, making it possible for him to beat UU which had previously never been bested, just like Zazzerpan. The chess pieces that uranianUmbra used closely resembled the two shown on the cover of Complacency Of The Learned.