Steadman Jackson, was an early pioneer of Winter Haven, Florida. He came from Milledgeville, Georgia. Befriended by a railroad executive form Philadelphia, Pennsylvania, Mr. O. C. Cannon. His exploits as he traveled into central Florida where there was timber to be cut for cross ties. Manpower enough to build a railroad from Fort Cummings to Tampa.
Returning to Milledgeville after two years with Mr. Cannon, was welcomed by his family and the town. Later Mr. Cannon died and left him land not needed for right of way Mr. Plant bought the right-of-way from the Railroad Company.
He was not ready to leave Milledgeville. His father and mother convinced him move to Florida and his land.
A Studebaker wagon, bows made by himself and the metal repaired by the local blacksmith. The mules to pull the wagon were purchased from the blacksmith. His brothers Stanford, Herbert, sister Ana Maude were with him, and ex-mountain man, Joe Wiggleswade, was their guide.