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The South Side Freedom Fighters began as a group of children led out of Chicago by "Jake the Sailor Man," who became the father of Jake sunna Jake. The group lived at a bare subsistence level, but swore they had never been cannibals.

The South Side Freedom Fighters helped Rudi Mackenzie return property to Iowa and later followed him to Maine, leaving the women and children in Richland. After Rudi had acquired the Sword, The leader of the South Side Freedom Fighters, Jake sunna Jake, died in combat in Maine.

The rest of the tribe returned with Rudi Mackenzie to Oregon, fighting at the battle at the Anchor Bar Seven ranch along the way.