| Date | Transaction |
| 02-28-2069 | Happy Gilmore has retired from football. |
| 09-05-2066 | The Calgary Bruins have waived Happy Gilmore. |
| 08-16-2066 | The Calgary Bruins have moved Happy Gilmore to the active roster. The Calgary Bruins have moved Ralph Peebles to the inactive roster. |
| 08-16-2066 | The Calgary Bruins have acquired Happy Gilmore from the waiver wire. |
| 08-09-2066 | The Nashville Sharks have waived Happy Gilmore. |
| 09-14-2065 | The Nashville Sharks have moved Shawn Choboian to the active roster. The Nashville Sharks have moved Happy Gilmore to the inactive roster. |
| 09-14-2064 | The Nashville Sharks have moved Happy Gilmore to the active roster. The Nashville Sharks have moved Shawn Choboian to the inactive roster. |
| 08-04-2064 | The Nashville Sharks have moved Larry Glick, Chuck Lee, and Edward Stetz to the active roster. The Nashville Sharks have moved Happy Gilmore, Carroll Goddard, and Bill Valentine to the inactive roster. |
| 12-11-2061 | The Nashville Sharks have moved Happy Gilmore to the active roster. |
| 12-11-2061 | The Nashville Sharks have acquired Happy Gilmore from the waiver wire. |
| 10-30-2061 | The Calgary Bruins have waived Happy Gilmore. |
| 09-12-2061 | The Calgary Bruins have moved Ike Thomas and Dick Button to the active roster. The Calgary Bruins have moved Rudy Bukich and Happy Gilmore to the inactive roster. |
| 08-14-2061 | The Calgary Bruins have moved Happy Gilmore to the active roster. The Calgary Bruins have moved Ike Thomas to the inactive roster. |
| 08-14-2061 | The Calgary Bruins have acquired Happy Gilmore from the waiver wire. |
| 08-09-2060 | The Edmonton Frostbite have waived Happy Gilmore. |
| 08-09-2060 | The Edmonton Frostbite have moved Andre Hayes, Novo Jordan, and Andy Scott to the active roster. The Edmonton Frostbite have moved David Morris, Happy Gilmore, and Shaunard Eby to the inactive roster. |
| 05-02-2060 | The Edmonton Frostbite have acquired Happy Gilmore from the waiver wire. |
| 09-07-2059 | The Cleveland Ironmen have automatically waived Happy Gilmore to comply with the 53-man roster limit. |
| 09-01-2059 | The Cleveland Ironmen have moved Cookie Rojas, Kent Sinex, Roger LeClerc, Jack Diana, Dick Manchester, Donny Dee, and Tom Fordham to the active roster. The Cleveland Ironmen have moved Curtis Mayfield, Ben Legosi, Wrangler Strauss, Clair Middleton, Downtown Townsend, Happy Gilmore, and Riggs Lovetere to the inactive roster. |
| 08-11-2059 | The Cleveland Ironmen have moved Wrangler Strauss, Andrew Sampson, Happy Gilmore, and Slingin' Sammy Mayhew to the active roster. The Cleveland Ironmen have moved Don Horn, Jack Diana, Rocky Ford, and Cookie Rojas to the inactive roster. |
| 08-11-2059 | The Cleveland Ironmen have acquired Happy Gilmore from the waiver wire. |
| 08-11-2059 | The Cleveland Ironmen have waived Happy Gilmore. |
| 08-04-2059 | The Cleveland Ironmen have moved Happy Gilmore, Mack Hill, and Wrangler Strauss to the active roster. The Cleveland Ironmen have moved Dick Manchester, Roger Zatkoff, Tom Fordham, and Stan Sheriff to the inactive roster. |
| 08-04-2059 | The Cleveland Ironmen have acquired Happy Gilmore from the waiver wire. |
| 08-04-2059 | The Cleveland Ironmen have waived Happy Gilmore. |
| 08-04-2059 | The Cleveland Ironmen have moved Fred Fields, Ernest Parsons, Eric Lee, Wrangler Strauss, Clair Middleton, Happy Gilmore, and Mack Hill to the active roster. The Cleveland Ironmen have moved Roger LeClerc, Cookie Rojas, Lance Alworth, Rocky Ford, Ray Mansfield, Donny Dee, and Jack Diana to the inactive roster. |
| 04-27-2059 | The Cleveland Ironmen have acquired Happy Gilmore from the waiver wire. |
| 04-27-2059 | The Cleveland Ironmen have waived Happy Gilmore. |
| 04-27-2059 | The Cleveland Ironmen have acquired Happy Gilmore from the waiver wire. |
| 09-09-2058 | The Edmonton Frostbite have moved Chuck Papac to the active roster. The Edmonton Frostbite have moved Larry Hopkins to the inactive roster. |
| 09-09-2058 | The Edmonton Frostbite have waived Happy Gilmore. |
| 09-02-2058 | The Edmonton Frostbite have moved Dude Abides and Wheelie Ferris to the active roster. The Edmonton Frostbite have moved Happy Gilmore to the inactive roster. |
| 11-12-2057 | The Edmonton Frostbite have moved Happy Gilmore, Billy Ray Baptiste, and Billy Joe Don Baker to the active roster. The Edmonton Frostbite have moved Bob Williams and Willie McCadam to the inactive roster. |
| 10-14-2057 | The Edmonton Frostbite have moved Roy Thinnes to the active roster. The Edmonton Frostbite have moved Happy Gilmore to the inactive roster. |
| 10-01-2057 | The Edmonton Frostbite have moved Happy Gilmore and Grant Hobby to the active roster. The Edmonton Frostbite have moved Thing Two and Tom Wilson to the inactive roster. |
| 09-17-2057 | The Edmonton Frostbite have moved Alex Spaniel and Tom Wilson to the active roster. The Edmonton Frostbite have moved Happy Gilmore and Grant Hobby to the inactive roster. |
| 09-16-2057 | Happy Gilmore of the Edmonton Frostbite is injured with a quadricep contusion and is expected to be out for approximately 9 days. |
| 08-20-2057 | The Edmonton Frostbite have changed Takeo Gilmore's name to Happy Gilmore. |
| 08-06-2057 | The Edmonton Frostbite have moved Mike Smilanich, Rollen Thunder, Lane Aldridge, Anthony McCausland, Takeo Gilmore, and Clutch Cargo to the active roster. The Edmonton Frostbite have moved Ivan Itch, Alan Weathers, Chuck Beach, and Hy Karate to the inactive roster. |
Running Back