The film's stars were Sinbad, James Coburn, Burt Reynolds, Gregory Hines, A Martinez, Ernie Hudson, Dawnn Lewis and Vanessa Bell Calloway.

Several people attend the funeral, including Reverend Peel and his wife, who adopted and raised him, Nat Love and his gang, and several others.

Isaiah then followed his older brother Jedediah into the camp where the railroad men were and shot the man responsible for their father's death.

Their mother knew that the railroad men would come for Jedediah, and in a moment of final family bonding, she gave to the boys their father's favorite hat adorned with a distinct Cherokee feather.

It was Isaiah who claimed the hat as he was placed in a woodbox while a plan to allow Jedediah to escape was put in motion in which their mother pretended to shoot him at a distance.

Their mother held off the men as best as she could, until a younger Bloomington came in from the back door and shot her twice, though not before grazing his forehead with a bullet and leaving a scar.

Isaiah then ran aimlessly not knowing where to go, until he wandered into the home of Reverend Peel and his wife, who decided to adopt him as they had no children.

Fourteen years later, he grew into a tall, strong, yet clumsy and naïve young man who still clung to his desire for revenge.

After saying goodbye to his foster parents, and being told which way Pinedale was (Isaiah's lack of a sense of direction a running joke throughout), he sets out.

Hiding out in a cabin, Isaiah gets into a comical scuffle with a man named Jake Carver in which he ends up using a turkey to accidentally kill him and inadvertently saves a prostitute from being raped.

After making small talk with one of the tellers in which he is told of the gifts given to clients depending on how much is deposited, he then loudly announces that the gang is there to rob the bank.

After coming across Bonner, and comically shooting him in the buttocks, Isaiah runs off into the crowd gathered to hear Bloomington and disrupts the speech after bringing up the night in which he killed his mother and was scarred.

Trying unsuccessfully to shoot him, Isaiah runs off and hides in the wagon of Otter Bob (Burt Reynolds), a lonely man of the mountains.

Bonner who is already there and sees Isaiah from the upstairs balcony of the saloon, sets a trap for him and pays a prostitute to distract him while he and several men surround and arrest him.

Isaiah then manages to convince Nat to allow them to stay for a few days, and shortly after meets the rest of his gang: Stagecoach Mary, and a group of nuns who also serve as accomplices.

The next day after a change in wardrobe, the Cherokee Kid and Cortina follow Nat and his gang as they go to rob a bank, this being Isaiah's final lesson.

During dinner, Abby knocks out Isaiah and Cortina with a frying pan, with the intention of turning them in and collecting the reward money to use to keep their land.

It is here that Cortina ends his eulogy as Bonner enters with some men demanding that the Cherokee Kid be put underground per Bloomington's orders.