Diggstown

Diggstown

Year: 1992

Runtime: 98 mins

Language: English

Director: Michael Ritchie

ComedyDrama

Gabriel Caine, newly freed from prison, strikes a wager with the powerful owner of Diggstown, a town obsessed with boxing. He must recruit a fighter who can knock out ten of the town’s men inside a ring in just 24 hours. The unexpected contender is 48‑year‑old Roy “Honey” Palmer, whom many consider past his prime.

Warning: spoilers below!

Haven’t seen Diggstown yet? This summary contains major spoilers. Bookmark the page, watch the movie, and come back for the full breakdown. If you're ready, scroll on and relive the story!

Timeline – Diggstown (1992)

Trace every key event in Diggstown (1992) with our detailed, chronological timeline. Perfect for unpacking nonlinear stories, spotting hidden connections, and understanding how each scene builds toward the film’s climax. Whether you're revisiting or decoding for the first time, this timeline gives you the full picture.

1

Caine is released and teams with Fitz

Gabriel Caine is released from Winfield prison and immediately teams with Fitz for a new con. They travel to Diggstown, a town obsessed with boxing, to pull off a high-stakes scheme. This marks the start of a plan that could make them rich if it works.

Winfield, Georgia
2

The Diggstown bet takes shape

Diggstown's owner John Gillon controls much of the town's boxing power and bets that ten Diggstown fighters cannot be defeated in one day. Fitz explains that one man—Honey Roy Palmer—could do it if he accepts the challenge. Caine and Fitz decide to finance the bet and let it unfold.

Diggstown
3

A $100,000 wager and expanded scope

Gillon posts the bet: a 24-hour period and fighters drawn from Diggstown or the surrounding Olivair County. The stakes grow as the prize reaches six figures. A loan shark, Victor Corsini, backs Caine's side to ensure the payout if they win.

Diggstown
4

Palmer is recruited and begins training

Palmer, a 48-year-old YMCA supervisor, reluctantly agrees to participate after being approached. He starts training for the improbable feat, aware that the odds are stacked against him but drawn to the potential payoff. His involvement gives the plan real legitimacy.

Diggstown
5

Corsini backs the wager

Victor Corsini provides the financial backing for Caine's bet, strengthening the stakes and credibility of the scheme. With Corsini's money, the plan gains pressure on Gillon and the town. The setup pushes the day toward what could be a historic payoff.

Diggstown
6

First fight: Sonny Hawkins falls to Palmer

Palmer faces Sonny Hawkins and dispatches him in quick fashion. He demonstrates surprising power and endurance, signaling that the day could go longer than anyone expected. The crowd's excitement grows as Palmer moves toward the target of ten.

Diggstown Ring
7

Robby Gillon enters but is ordered to withdraw

John Gillon's son, Robby, approaches the ring but retreats under his father's instructions. The forfeit alters the tally and underscores the corrupt manipulation threading through the day. The tally of completed fights remains a tense, moving target.

Diggstown Ring
8

Mangrum's disqualification and Palmer's knockout

Frank Mangrum is disqualified after kicking Palmer in the groin and striking the referee. Palmer follows with a knockout, extending his string of convincing victories. The bout sharpens the contrast between Palmer's skill and Diggstown's crooked setup.

Diggstown Ring
9

Tank Miller falls to Palmer

Tank Miller becomes the next victim as Palmer keeps his momentum going. The string of wins continues to raise suspicions about Diggstown's ability to stop the challenger. Palmer's confidence grows as the number of fights left dwindles.

Diggstown Ring
10

Hammerhead Hagan arrives as a surprise ringer

Hammerhead Hagan, the only fighter ever to beat Palmer, is introduced as a legal ringer by moving him in as a county resident. The bout is one-sided and exhausting, and Palmer digs deep after Diggs sits ringside and appears to show support. He rallies to knock out Hagan and keep the dream alive.

Diggstown Ring
11

Robby’s absence and Torres revealed as 10th fighter

With Robby absent, Gillon claims only nine fights have occurred and names Minoso Torres as the true tenth fighter. Torres rules boxing underground from prison and becomes the looming threat to Palmer. The revelation demonstrates how far Gillon will go to win the day.

Diggstown Ring
12

Torres' dive plan is carried out

Torres proves to be no match for Palmer, but Caine had bribed Torres in advance for a moment like this. At Caine's signal, Torres drops his gloves and invites Palmer to hit him, effectively taking a prearranged knockout. The crowd remains unaware that the ‘tenth’ win is a staged outcome.

Diggstown Ring
13

Gillon's downfall and final KO

Gillon loses everything after Torres' staged knockout, his wealth and power collapsing in an instant. He snaps and pulls a gun, but his own son stops him from firing. Palmer then hands the final blow to Gillon via Hambone, ending the scheme in a dramatic fashion.

Diggstown Ring
14

Aftermath: 'now you motivate me'

Palmer and Caine sit in the empty Diggstown gym after the chaos. Caine admits the ruse, but Palmer responds with a quiet resolve that ‘now you motivate me.’ The night seals a shifted partnership and a hard-won, if dubious, victory.

Diggstown Gym

Last Updated: October 09, 2025 at 11:27

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Race Against Time Thrillers like Diggstown

Stories where a desperate team battles overwhelming odds on a tight deadline.Movies like Diggstown where a high-stakes gamble unfolds under intense time pressure. If you enjoyed the 24-hour boxing challenge and the constant tension of the clock ticking down, you'll find similar adrenaline-filled stories here featuring underdogs taking on impossible bets and desperate missions.

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Movies in this thread share a core structure of a deadline-driven plot, creating a shared experience of nail-biting suspense and triumphant payoff. They are united by fast pacing, high intensity, and the emotional satisfaction of watching a clever plan unfold against all odds.

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Stories of sophisticated scams playing out in corrupt, high-stakes environments.If you liked the clever scam and witty dialogue in Diggstown, this thread collects movies with similar smart cons and high-stakes gambling. You'll find stories of charismatic hustlers outsmarting corrupt opponents in gritty settings, blending tension with clever humor.

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Narrative Summary

The narrative follows a master manipulator or team as they execute an elaborate con against a powerful, unethical mark. The story is built on layers of deception, unexpected twists, and moments where the plan seems to falter before a final, satisfying reveal where the tables are turned on the villains.

Why These Movies?

These movies are grouped by their shared focus on intellectual cleverness over brute force, a tense but often witty tone, and the specific pattern of a con unfolding. They balance high-stakes tension with the satisfaction of seeing a clever plan come together, often in a morally ambiguous world.

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Diggstown Summary

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Diggstown Summary

Characters, Settings & Themes in Diggstown

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Characters, Settings & Themes in Diggstown

Diggstown Spoiler-Free Summary

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Diggstown Spoiler-Free Summary

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