| Date | Transaction |
| 02-28-2063 | Jimmy Callahan has retired from football. |
| 08-07-2062 | The Winnipeg Jesters have waived Jimmy Callahan. |
| 09-26-2055 | Jimmy Callahan of the Winnipeg Amish is injured with a shoulder ligament sprain and is expected to be out for approximately 23 days. |
| 11-23-2054 | The Winnipeg Amish have moved Jimmy Callahan, Sylvester Looney, Trey Perantoni, Garcia Leonard, George Wakefield, and Chuck Skow to the active roster. The Winnipeg Amish have moved John Krauss, Ed Natkin, James Kaplan, Brian Moynihan, Bob McGrew, and Gene Vanderbeek to the inactive roster. |
| 10-04-2054 | The Winnipeg Amish have moved Bob McGrew to the active roster. The Winnipeg Amish have moved Jimmy Callahan to the inactive roster. |
| 10-04-2054 | Jimmy Callahan of the Winnipeg Amish is injured with a shoulder dislocation and is expected to be out for approximately 53 days. |
| 09-01-2052 | The Winnipeg Amish have moved Jimmy Callahan and Jonathan Bryant to the active roster. |
| 09-01-2052 | The Winnipeg Amish have moved Brian Perkins, Bobby Boggs, Hosea Mersereau, Garcia Leonard, Kim Dandy, Seneca Jones, Darrell Renfro, George Wakefield, Terrell Pickard, Wayne Minor, Charley Swann, Carl "One Eye" Grimes, Chuck Skow, Aaron Carolan, Warren Fishman, Forrest Herring, Joe Reid, Jim Hobley, and Vernon Clark to the active roster. The Winnipeg Amish have moved Jimmy Callahan, Jonathan Bryant, Lin Ferguson, Muadianvota Shears, Melvin Jackson, Anthony Samson, Dick Filchock, Brad Schneider, Les McGlockton, Ron Stokes, Gary Nordquist, Ralph Banks, Craig Podolak, Bob McGrew, Billy Bentley, Kirby Thomas, and Tom Kinney to the inactive roster. |
| 12-24-2051 | The Winnipeg Amish have moved Jimmy Callahan, Brad Schneider, and Bob McGrew to the active roster. The Winnipeg Amish have moved Brian Perkins, Roland Weaver, and Vernon Clark to the inactive roster. |
| 10-15-2051 | The Winnipeg Amish have moved Kim Dandy to the active roster. The Winnipeg Amish have moved Jimmy Callahan to the inactive roster. |
| 09-11-2051 | The Winnipeg Amish have moved Bob McGrew and Jimmy Callahan to the active roster. The Winnipeg Amish have moved Bobby Boggs and Brian Perkins to the inactive roster. |
| 09-03-2051 | The Winnipeg Amish have moved Carl "One Eye" Grimes, Chuck Skow, Tom Kinney, Charley Swann, Jeff Awalt, and Muadianvota Shears to the active roster. The Winnipeg Amish have moved Charley Brown, Jimmy Callahan, Brad Schneider, and Ralph Banks to the inactive roster. |
| 01-16-2051 | The Winnipeg Amish have moved Chuck Skow, Charley Brown, Jimmy Callahan, Les McGlockton, Ralph Banks, and Wayne Minor to the active roster. The Winnipeg Amish have moved Dick Filchock, Adrian Rosso, Barrett Morrison, John Wolfe, Aaron Carolan, John Niemann, Dale Robinson, and Darrell Renfro to the inactive roster. |
| 01-01-2051 | The Winnipeg Amish have moved Tom Kinney, Dick Filchock, and Darrell Renfro to the active roster. The Winnipeg Amish have moved Charley Brown, Jimmy Callahan, and Warren Fishman to the inactive roster. |
| 12-25-2050 | The Winnipeg Amish have moved Charley Brown, Art Baggett, Jimmy Callahan, Joe Barrett, Muadianvota Shears, Ralph Banks, Terrell Pickard, and Wayne Minor to the active roster. The Winnipeg Amish have moved Tom Kinney, George Wakefield, Dick Filchock, Adrian Rosso, Joe Reid, Barrett Morrison, Aaron Carolan, Brian Perkins, Flip Henderson, and Darrell Renfro to the inactive roster. |
| 09-05-2050 | Trade #84239 has been completed between the Miami Mambas and the Winnipeg Amish. The Winnipeg Amish receive Forrest Herring (TE), Jimmy Callahan (LB), Charley Brown (DT), Draft Pick - 2051 Round 4 (MIA), Draft Pick - 2051 Round 3 (LAA) from the Miami Mambas in exchange for Greg Waldron (G), John Garnett (QB). |
| 09-04-2050 | The Miami Mambas have moved Jimmy Parkinson, Jarmar Booth, Michael Merlin, Sherman Evans, Guil Long, Tom Davis, Bobby Hill, J.R. Embree, Art Dragon, Joe Perry, Lemanski Brady, and Dave Davis to the active roster. The Miami Mambas have moved Troy Bell, Charley Brown, Jimmy Callahan, James Coombs, Ken Christman, David Oliver, Johnny Araguz, Al Gregg, and Zern Green to the inactive roster. |
| 08-15-2050 | The Miami Mambas have moved Troy Bell, Charley Brown, Jimmy Callahan, James Coombs, Rick Owen, Dwight Kercher, Ken Christman, Randy King, David Oliver, Les Alphin, Johnny Araguz, Alex Silipo, Al Gregg, Earl Stephenson, and Zern Green to the active roster. The Miami Mambas have moved Jimmy Parkinson, Don Overton, Eddie Peterson, Jarmar Booth, Michael Merlin, Sherman Evans, Guil Long, Tom Davis, Bobby Hill, J.R. Embree, Art Dragon, Joe Perry, Detron Orduna, Lemanski Brady, and Dave Davis to the inactive roster. |
| 09-20-2049 | The Miami Mambas have moved Tom Davis to the active roster. The Miami Mambas have moved Jimmy Callahan to the inactive roster. |
| 09-13-2049 | The Miami Mambas have moved Jimmy Callahan and Sammy Starkey to the active roster. The Miami Mambas have moved Charley Brown and Ken Christman to the inactive roster. |
| 09-06-2049 | The Miami Mambas have acquired Jimmy Callahan from the waiver wire. |
| 08-30-2049 | The Birmingham SJW Killers have moved Rickey Nelson to the active roster. |
| 08-30-2049 | The Birmingham SJW Killers have waived Jimmy Callahan. |
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