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Transactions listed are from November 1 of previous year to April 1 of the following year.
December 16, 1915
Sold Sam Agnew to the Boston Red Sox.
1916
Dave Davenport jumped from the St. Louis Terriers.
February 10, 1916
Purchased Babe Borton, Harry Chapman, Doc Crandall, Charlie Deal, Bob Groom, Grover Hartley, Ernie Johnson, Armando Marsans, Ward Miller, Eddie Plank and Jack Tobin from the St. Louis Terriers.
February 20, 1916
Sold Ivan Howard to the Cleveland Indians.
April 8, 1916 (Standings)
Sold Tilly Walker to the Boston Red Sox for $3,500.
May 29, 1916 (Standings)
Sold Earl Hamilton to the Detroit Tigers.
June 2, 1916 (Standings)
Sold Charlie Deal to the Chicago Cubs.
June 22, 1916 (Standings)
Selected Earl Hamilton off waivers from the Detroit Tigers.
September 15, 1916 (Standings)
Drafted Pete Bigler from Gettysburg (Blue Ridge) in the 1916 rule 5 draft.
Drafted Kewpie Pennington from Lawrence (New England) in the 1916 rule 5 draft.