Got this from ESPN of worst deadline deals
http://espn.go.com/page2/s/list/basebal ... deals.html
Cubs trade Lou Brock to the Cards for Ernie Broglio (June 15, 1964)
Red Sox send Jeff Bagwell to Houston for reliever Larry Andersen (Aug. 31, 1990)
A's send Mark McGwire to Cardinals for pitchers T.J. Mathews, Eric Ludwick and Blake Stein (July 31, 1997)
Tigers send John Smoltz to Braves for Doyle Alexander (Aug. 12, 1987)
Padres send Fred McGriff to Braves for OF Melvin Nieves and pitchers Donnie Elliott and Vince Moore (July 18, 1993)
Yankees send Jay Buhner to Seattle for Ken Phelps (July 21, 1988)
Mariners send Derek Lowe and Jason Varitek to Red Sox for Heathcliff Slocumb (July 31, 1997)
Astros send Freddie Garcia, Carlos Guillen and John Halama to Mariners for Randy Johnson (July 31, 1998)
Reds send Hank Sauer and Frankie Baumholtz to Cubs for Harry "Peanuts" Lowrey and Harry "The Hat" Walker (June 15, 1949)
Blue Jays send David Cone to Yankees for pitchers Marty Janzsen, Jason Jarvis and Mike Gordon (July 28, 1995)