No position history is available.
| Date | Transaction |
| 02-28-1968 | Kyle Gladchuck has retired from the Nashville Bandits. |
| 11-05-1967 | The Nashville Bandits have moved Kyle Gladchuck to the active roster. The Nashville Bandits have moved Mark Cvercko to the inactive roster. |
| 10-15-1967 | The Nashville Bandits have moved Doug Richardson to the active roster. The Nashville Bandits have moved Kyle Gladchuck to the inactive roster. |
| 10-15-1967 | Kyle Gladchuck of the Nashville Bandits is injured with a lower back muscle strain and is expected to be out for approximately 26 days. |
| 08-15-1965 | Kyle Gladchuck of the Houston Phantoms is injured with a shoulder muscle strain and is expected to be out for approximately 15 days. |
| 12-01-1963 | Kyle Gladchuck of the Tampa Bay Horror is injured with a mild concussion and is expected to be out for approximately 5 days. |
| 09-09-1963 | Trade #17995 has been completed between the Tampa Bay Horror and the Portland Pioneers. The Portland Pioneers receive Draft Pick - 1965 Round 4 (TB), Draft Pick - 1965 Round 2 (TB), Draft Pick - 1964 Round 2 (TB), Draft Pick - 1964 Round 1 (TB) from the Tampa Bay Horror in exchange for Kyle Gladchuck (QB), Joe Shinners (CB). |
| 09-02-1963 | The Portland Pioneers have moved James Governali, Chris Little, James Harris, Joe Shinners, John Sehorn, Zeron Duggins, Lou Johnson, Ed Grimes, Ollie Roberson, Fred Morelli, and Kyle Gladchuck to the active roster. The Portland Pioneers have moved David Fox, Todd Healy, Dennis Herring, Shorty Gump, Dick Daniel, Bob Putzier, Mark Fitzgerald, Gale Lippett, Harry Asher, Walt Smith, Al Hart, and Bob Conley to the inactive roster. |
| 08-05-1963 | The Portland Pioneers have moved Jamain Sharper, Derrick Jones, Chris Herchman, Fred Morelli, Ken Lomax, Al Hart, Bob Putzier, and Harry Asher to the active roster. The Portland Pioneers have moved Zeron Duggins, John Sehorn, James Governali, Kyle Gladchuck, James Harris, Joe Shinners, Lou Johnson, and Chris Little to the inactive roster. |
| 09-09-1962 | The Portland Pioneers have moved Kyle Gladchuck to the active roster. The Portland Pioneers have moved Al Hart to the inactive roster. |
| 08-12-1962 | The Portland Pioneers have moved Al Hart to the active roster. The Portland Pioneers have moved Kyle Gladchuck to the inactive roster. |
| 08-12-1962 | Kyle Gladchuck of the Portland Pioneers is injured with an ankle ligament sprain and is expected to be out for approximately 31 days. |
| 09-03-1961 | The Portland Pioneers have moved Joe Hyland, Edward Thompson, Jerrott Gorril, Tim Kollar, Kyle Gladchuck, Chris Little, Freddie McGee, and Ike Brandes to the active roster. |
| 08-28-1961 | The Portland Pioneers have moved Ty Boyd, Mark Lanier, Elvis Broadnax, Ken Dotson, Ernie O'Brien, Travis Fenner, and Al Hart to the active roster. The Portland Pioneers have moved Freddie McGee, Ike Brandes, Jerrott Gorril, Frank Morse, Tim Kollar, Joe Hyland, Rich Reynolds, Dat Tonnemaker, Mark Arneson, Jim Hayes, Edward Thompson, and Kyle Gladchuck to the inactive roster. |
| 11-21-1960 | The Portland Pioneers have moved Kyle Gladchuck to the active roster. The Portland Pioneers have moved Dave Calligaro to the inactive roster. |
| 10-30-1960 | The Portland Pioneers have moved Dave Calligaro to the active roster. The Portland Pioneers have moved Kyle Gladchuck to the inactive roster. |
| 10-30-1960 | Kyle Gladchuck of the Portland Pioneers is injured with a knee derangement and is expected to be out for approximately 21 days. |
| 10-10-1960 | The Portland Pioneers have moved Kyle Gladchuck to the active roster. The Portland Pioneers have moved Dave Calligaro to the inactive roster. |
| 10-03-1960 | The Portland Pioneers have moved Kyle Gladchuck to the inactive roster. |
| 09-18-1960 | Kyle Gladchuck of the Portland Pioneers is injured with a knee derangement and is expected to be out for approximately 21 days. |
Quarterback