Conn Smythe

Toronto Maple Leafs acquire	Date	New York Americans acquire
unknown	December 9, 1933	loan of Ben Grant

Toronto Maple Leafs acquire	Date	Detroit Red Wings acquire
$6 500 cash	November 13, 1933	Fred Robertson

Toronto Maple Leafs acquire	Date	Ottawa Senators acquire
Hec Kilrea	October 4, 1933	Bob Gracie $10K cash

Toronto Maple Leafs acquire	Date	Montreal Canadiens acquire
George Hainsworth	October 1, 1933	Lorne Chabot

Toronto Maple Leafs acquire	Date	Chicago Blackhawks acquire
Earl Miller	February 8, 1932	cash

Toronto Maple Leafs acquire	Date	Ottawa Senators acquire
King Clancy	October 10, 1930	Eric Pettinger Art Smith $35K cash

Toronto Maple Leafs acquire	Date	Ottawa Senators acquire
Frank Nighbor	January 31, 1930	Danny Cox cash

Toronto Maple Leafs acquire	Date	New York Americans acquire
cash	December 18, 1929	loan of Ben Grant

Toronto Maple Leafs acquire	Date	Montreal Maroons acquire
Cliff McBride	October 23, 1929	cash

Toronto Maple Leafs acquire	Date	Pittsburgh Pirates acquire
Baldy Cotton	February 12, 1929	Gerry Lowrey $9 500

Toronto Maple Leafs acquire	Date	Boston Bruins acquire
cash	January 25, 1929	Bill Carson

Toronto Maple Leafs acquire	Date	Boston Bruins acquire
Eric Pettinger rights to Hugh Plaxton	January 10, 1929	rights to George Owen

Toronto Maple Leafs acquire	Date	New York Rangers acquire
Lorne Chabot $10K cash	October 18, 1928	John Ross Roach

Toronto Maple Leafs acquire	Date	Montreal Maroons acquire
George Horne	October 1, 1928	Fred Elliott

Toronto Maple Leafs acquire	Date	Boston Bruins acquire
cash	June 20, 1928	Eddie Rodden

Toronto Maple Leafs acquire	Date	New York Rangers acquire
Alex Gray	April 16, 1928	Butch Keeling

Toronto Maple Leafs acquire	Date	Detroit Red Wings acquire
$12.5K cash rights to Jack Arbour	April 8, 1928	Jim Herberts

Toronto Maple Leafs acquire	Date	Montreal Canadiens acquire
cash	February 8, 1928	George Patterson

Toronto Maple Leafs acquire	Date	Boston Bruins acquire
Jim Herberts	December 21, 1927	$15K cash rights to Eric Pettinger

Toronto Maple Leafs acquire	Date	Chicago Blackhawks acquire
Eddie Rodden	December 1, 1927	Chicago received Ty Arbour from Pittsburgh in 3-team trade
Comment: Exact date unknown