The protagonist and Estelle's husband who inherits a conditional $1 million to restore and operate a historic train from New York to Chattanooga in exactly 24 hours. He uses the journey as a publicity stunt for his football team and faces numerous delays, ultimately losing the inheritance but implying a new wealthy marriage.
Bert is currently married to Estelle but is actively pursuing a divorce to marry Maggie.
Bert is Jennie's biological father and supports her romantic choices.
Maggie is Bert's current girlfriend and intended future wife.
Bert founded and funds the football team, while Newt serves as its head coach.
Woodrow works as the chief porter for the railroad and takes direct orders from Bert.
Bert and Sam are competing for the same city stadium contract.
Explore the full interactive character relationship map of Chattanooga Choo Choo