With the formation of the American League (AL) as a competitor to the NL, Seymour joined many fellow NL players who jumped to the AL. McGraw, remembering Seymour's toughness in previous seasons, signed Seymour to his team, the Baltimore Orioles, before the 1901 season. Seymour batted .303 with the Orioles that year. By 1902, the franchise began to fall into significant debt. Joe Kelley, star player for the Orioles and son-in-law of part-owner John Mahon, reported that the team owed as much as $12,000 ($ in current dollar terms). Unable to afford that debt, Mahon purchased shares of the team from Kelley and player-manager McGraw, who had resigned from the team and signed with the Giants. With this, Mahon became the majority shareholder. On July 17, 1902, Mahon sold his interest in the Orioles to Andrew Freedman, principal owner of the Giants, and John T. Brush, principal owner of the Cincinnati Reds, also of the NL. That day, Freedman and Brush released Seymour, McGraw, Kelley, McGinnity, Roger Bresnahan, Jack Cronin, and Dan McGann from their Oriole contracts. Brush then signed Seymour and Kelley to the Reds, while Freedman signed McGinnity, Bresnahan, Cronin, and McGann, joining McGraw, his new player-manager, on the Giants.