Diggstown

A con artist freshly released from Winfield’s prison who travels to Diggstown to orchestrate a high-stakes bluff against John Gillon. He thrives on manipulation and uses Fitz as a partner in the scheme. His slick persona masks a willingness to bend rules for a big score, though the plan reveals a more complicated moral code as events unfold.

A 48-year-old former fighter now serving as a YMCA supervisor, Palmer is recruited to be the ‘ten-man’ powerhouse in the bet. He trains with discipline and a quiet pride, bringing a legendary reputation and a reluctance to back down. His performance becomes the fulcrum around which the entire scheme pivots, testing loyalty and nerve.

The powerful owner of Diggstown who controls the town’s boxing scene and bankrolls the bet. He manipulates matches, including drugging Diggs in the past to secure long odds, and he is relentless in pursuing wealth and dominance. His fall comes as his own hubris and ruthlessness ignite a chain of consequences.

Sister of Wolf Forrester and ally to Caine, Emily helps coordinate support for Palmer and the plan. She brings a pragmatic, protective perspective that keeps the scheme tethered to a sense of loyalty. Her involvement skews the balance between friendship and self-preservation in high-stakes circumstances.

Fitz is Caine’s partner in the con, the schemer who crafts the overarching plan and manages the logistics of the bet. He embodies improvisational intelligence and a willingness to push boundaries for a big payoff. His role reveals the ethical lines drawn by those who profit from others’ risk.

Diggs is the town’s legendary boxer whose past feats haunt Diggstown. His brutal career and subsequent brain damage after Gillon’s manipulation become the moral touchstone of the story. He embodies the glory and the danger of boxing culture that Diggstown so reveres.

A formidable underground fighter who historically ruled Diggstown’s boxing underworld. He is the hidden tenth challenger that tests Palmer’s nerve and the con’s audacity. His appearance closes the loop on the duel’s fifth act, underscoring the scheme’s complexity.

Emily’s brother and Edward ‘Wolf’ Forrester, a former cellmate whose history intersects with Caine’s past. He embodies the tangled loyalties and the rough-edged justice that threads through the community. His presence underscores the personal stakes behind the scheme.

John Gillon’s son, initially set to enter the ring but withdraws under his father’s pressure. His cowardice is framed as a forfeit that tests the legitimacy of the fight and the manipulation surrounding it. His arc highlights the personal cost of pursuing power at all costs.