| Date | Transaction |
| 02-28-1987 | Pepper Jolly has retired from football. |
| 12-15-1985 | The Cleveland Ironmen have waived Pepper Jolly. |
| 12-15-1985 | The Cleveland Ironmen have acquired Pepper Jolly from the waiver wire. |
| 10-21-1985 | The Cleveland Ironmen have waived Pepper Jolly. |
| 10-21-1985 | The Cleveland Ironmen have acquired Pepper Jolly from the waiver wire. |
| 10-14-1985 | The Cleveland Ironmen have waived Pepper Jolly. |
| 10-14-1985 | The Cleveland Ironmen have acquired Pepper Jolly from the waiver wire. |
| 10-24-1983 | The Cleveland Ironmen have waived Pepper Jolly. |
| 10-24-1983 | The Cleveland Ironmen have acquired Pepper Jolly from the waiver wire. |
| 10-09-1983 | The Montreal Mastodon have waived Pepper Jolly. |
| 10-02-1983 | The Montreal Mastodon have acquired Pepper Jolly from the waiver wire. |
| 09-18-1983 | The Montreal Mastodon have waived Pepper Jolly. |
| 09-18-1983 | The Montreal Mastodon have acquired Pepper Jolly from the waiver wire. |
| 08-08-1983 | The Winnipeg Mastodon have moved Pat Moore and Hal Vanoy to the active roster. The Winnipeg Mastodon have moved Gary Phillips to the inactive roster. |
| 08-08-1983 | The Winnipeg Mastodon have waived Pepper Jolly. |
| 01-03-1983 | The Winnipeg Mastodon have acquired Pepper Jolly from the waiver wire. |
| 11-28-1982 | The Winnipeg Mastodon have moved Ezra Elzey to the active roster. The Winnipeg Mastodon have moved Pat Moore to the inactive roster. |
| 11-28-1982 | The Winnipeg Mastodon have waived Pepper Jolly. |
| 11-07-1982 | The Winnipeg Mastodon have moved Zack Hall to the active roster. The Winnipeg Mastodon have moved Pepper Jolly to the inactive roster. |
| 10-11-1982 | The Winnipeg Mastodon have moved Pepper Jolly and Clayton Shannon to the active roster. The Winnipeg Mastodon have moved Zack Hall to the inactive roster. |
| 10-11-1982 | The Winnipeg Mastodon have acquired Pepper Jolly from the waiver wire. |
| 09-27-1982 | The Miami Plague have waived Pepper Jolly. |
| 09-27-1982 | The Miami Plague have acquired Pepper Jolly from the waiver wire. |
| 09-13-1982 | The Winnipeg Mastodon have waived Pepper Jolly. |
| 08-29-1982 | The Winnipeg Mastodon have moved Ron Clemons, Harold Berner, Dick Hernandez, and Napoleon Chaffey to the active roster. The Winnipeg Mastodon have moved Pepper Jolly to the inactive roster. |
| 08-15-1982 | The Winnipeg Mastodon have moved Lee Roy Caffey, Pepper Jolly, Pat Moore, and Bruce Jauron to the active roster. The Winnipeg Mastodon have moved Harold Berner, Wendall Jordan, Damon Meinert, Guy Owens, and Mac Kaufman to the inactive roster. |
| 10-26-1981 | The Winnipeg Mastodon have moved Dick Hernandez to the active roster. The Winnipeg Mastodon have moved Pepper Jolly to the inactive roster. |
| 10-11-1981 | The Winnipeg Mastodon have moved Pepper Jolly to the active roster. The Winnipeg Mastodon have moved Dick Hernandez to the inactive roster. |
| 08-10-1981 | The Winnipeg Mastodon have moved Dick Heenan and Harold Berner to the active roster. The Winnipeg Mastodon have moved Pepper Jolly and Reggie Lindell to the inactive roster. |
| 08-04-1980 | The Winnipeg Mastodon have moved Pepper Jolly to the active roster. The Winnipeg Mastodon have moved Keena Davis to the inactive roster. |
| 01-20-1980 | The Winnipeg Mastodon have moved Napoleon Chaffey and Keena Davis to the active roster. The Winnipeg Mastodon have moved Pepper Jolly and Mack Nalen to the inactive roster. |
| 12-02-1979 | The Winnipeg Mastodon have moved Pepper Jolly to the active roster. The Winnipeg Mastodon have moved Allen Boeke to the inactive roster. |
| 10-22-1979 | The Winnipeg Mastodon have moved Keena Davis to the active roster. The Winnipeg Mastodon have moved Pepper Jolly to the inactive roster. |
| 04-29-1979 | The Winnipeg Mastodon have moved Pepper Jolly to the active roster. The Winnipeg Mastodon have moved Charlie Tauscher to the inactive roster. |
| 12-31-1978 | The Montreal Mastodon have moved Mike Austin, Jesse Grottkau, Neal Howard, Jackie Ozdowski, Bob Jackson, John Trocano, and Dick Hernandez to the active roster. The Montreal Mastodon have moved Pepper Jolly, Mac Byrd, Bill Dawson, Leonard Eissler, Dick Hape, Novo Grate, and Bob Bartholomew to the inactive roster. |
| 12-25-1978 | The Montreal Mastodon have moved Pepper Jolly to the active roster. The Montreal Mastodon have moved Dick Hernandez to the inactive roster. |
| 08-20-1978 | The Montreal Mastodon have moved Neal Howard, Damon Meinert, Dick Hernandez, and Charlie Tauscher to the active roster. The Montreal Mastodon have moved Pepper Jolly, Denny Ori, and Grady Robinson to the inactive roster. |
| 09-11-1977 | The Winnipeg Walrus have moved Pepper Jolly to the active roster. The Winnipeg Walrus have moved Aubrey Fortune to the inactive roster. |
| 08-28-1977 | The Winnipeg Walrus have moved Jackie Ozdowski, Ron Clemons, Charlie Reynolds, Mike Austin, and Charlie Tauscher to the active roster. The Winnipeg Walrus have moved Russ Ricks, Pepper Jolly, Ken Rudnick, Ty Durkota, and Jack Roundtree to the inactive roster. |
| 08-22-1977 | The Winnipeg Walrus have moved Shawn Graham, Ken Rudnick, Russ Ricks, Pepper Jolly, Mac Whalen, and Jack Roundtree to the active roster. The Winnipeg Walrus have moved Jackie Ozdowski, Ron Clemons, Charlie Tauscher, Charlie Reynolds, Dick Hernandez, and Mike Austin to the inactive roster. |
| 08-22-1977 | The Winnipeg Walrus have moved Jackie Ozdowski, Devon Gloden, Ron Clemons, Charlie Reynolds, and Charlie Tauscher to the active roster. The Winnipeg Walrus have moved Russ Ricks, Pepper Jolly, Mac Whalen, Ken Rudnick, and Shawn Graham to the inactive roster. |
| 08-21-1977 | The Winnipeg Walrus have moved Pepper Jolly to the active roster. |
| 08-08-1977 | The Winnipeg Walrus have moved Dick Hernandez to the active roster. The Winnipeg Walrus have moved Pepper Jolly to the inactive roster. |
| 08-30-1976 | The Winnipeg Walrus have moved Boyd Alexander and Pepper Jolly to the active roster. The Winnipeg Walrus have moved Eggs McLain to the inactive roster. |
Cornerback