Ash, the Dictator, is the Unscrupulous Hero of the comic. Going from the humble Dominic Ash to the powerful Ash upon entering the fantastical world of Die, Ash wastes no time in killing her old friend Solomon to try and escape it. Upon learning of her son's life being endangered in the kingdom of Angria, Ash immediately uses her abilities to bind the kingdom's ruler to her will as well as using external magic to ensure no Dictator can oppose her, operating a vicious war effort while matching wits with her rivals, only sacrificing her hold over the kingdom and risking her life in order to save her son. Though captured by her former friends, Ash confronts her own flaws and closeted genderfluidity. Ultimately, Ash answers the Grandmaster's question and ensures she and her friends can resume their normal lives having accepted who they are as a person.
Chuck, The Fool, is initially a callous man who refuses to leave Die due to his misery with the real world and a cancer diagnosis. Proving far sharper than he seems, Chuck truly comes into his own in the final search for the Grandmaster of Die. Deceiving his friend Angela into letting him run through her undead daughter for the necessary materials to advance, banking on the undead woman's Resurrective Immortality and entering the Grandmaster's chamber, Chuck manages to initiate a final gamble when the Grandmaster will only speak to the undead Solomon once he's alive again. Tricking his friends into letting Solomon kill him and return to life, Chuck manages to ensure the party leaves Die, while beating his cancer by being turned undead and beginning a new life as a hero in Die.
The Grandmaster of Die is the Anthropomorphic Personification of Die itself, inadvertently created by Solomon to escape and tackle his troubled friends' struggles. Subtly reaching back in time and weaving its mark throughout history by influencing famous authors and creators, even causing World War I to inspire J. R. R. Tolkien to rejuvenate the fantasy genre, the Grandmaster ensures its own existence and advances its centuries-long plan to inevitably merge its own world with that of Earth. The Grandmaster then lures the "Paragons," Solomon's friends, back in through Solomon. Watching over the game, the Grandmaster proves to be a completely amoral being when the Paragons meet him, never hesitating to commit evil yet never doing it for any sake but its own survival, and is revealed to wonder what it exists for. When its question is answered by Ash, who demands to leave, the Grandmaster genuinely thanks them for playing and lets them return home with no further consequence.
Tear Jerker: An imprisoned Sol asks Ash what Nirvana's next album was like. It's a tragic reminder that Sol is ultimately just a kid who was stuck in this hellscape for years until he went mad. Ash sorrowfully tells him what she thought of it... and that Kurt Cobain committed suicide soon after.
