Duggleby was one of the "jumpers" who left the Phillies in 1902 for other teams, including (in Duggleby's case) Connie Mack's new American League team, the Athletics. The Phillies filed suit to prevent the "jumpers" — in particular, Nap Lajoie, Bill Bernhard, and Chick Fraser — from playing for any other team, a plea which was rejected by a lower court before being upheld by the Pennsylvania Supreme Court. Duggleby was the first of the "jumpers" to return to the Phillies, on May 8, 1902, after playing only two games with the A's.