The Jailbird (1920)

"$5,00 Reward! For the capture of S. Clancy, alias Kid Dugan, recently escaped from Sing Sing prison. All dressed in stripes of thrills and laughter."

Shakespeare Clancy is a jailbird who walks out with a crowd of visitors about the time "Skeeter" Burns, the prison printer, is discharged. Learning that a legacy awaits them in Dodson, the pair depart for the small Western town. Discovering that the bequest consists of a failing county newspaper and a plot of barren land, they hatch a plan to fleece the townspeople by selling shares in a bogus oil well. Problems arise when Clancy falls in love with society editor Alice Whitney. Clancy is conflicted but then they do strike oil! Concluding that his destiny is to be an honest man, Clancy returns to jail to finish serving his term. Slipping into the crowd of visitors, he dons his prison clothes and resumes work as though nothing had happened.