| Date | Transaction |
| 02-28-1968 | Henry Riley has retired from football. |
| 08-07-1967 | The Nashville Bandits have waived Henry Riley. |
| 12-05-1965 | The Houston Phantoms have acquired Henry Riley from the waiver wire. |
| 09-13-1965 | The Miami Dolphins have waived Henry Riley. |
| 09-06-1965 | The Miami Dolphins have moved Henry Riley to the active roster. |
| 08-16-1965 | The Miami Dolphins have moved Andy Nugent and Pete Mott to the active roster. The Miami Dolphins have moved Henry Riley and Clyde Moorehead to the inactive roster. |
| 09-06-1964 | The Miami Dolphins have moved Henry Riley to the active roster. The Miami Dolphins have moved Bill Bird to the inactive roster. |
| 08-16-1964 | The Miami Dolphins have moved Bill Bird to the active roster. The Miami Dolphins have moved Henry Riley to the inactive roster. |
| 08-18-1963 | The Miami Dolphins have moved Henry Riley, Clyde Moorehead, Mike Smoot, Steve Hudson, Jim Kozlowsky, and Roy Suhey to the active roster. The Miami Dolphins have moved John Wisne, Lindy Rivers, Kyle Mangum, and Art Haley to the inactive roster. |
| 08-12-1963 | The Miami Dolphins have acquired Henry Riley from the waiver wire. |
| 08-05-1963 | The Winnipeg Jets have moved Clare Henry, Gary Starks, Bob Brumbaugh, Gene Danenhauer, Ralph Knoff, Bill Bird, Monte Carlton, Bobby Berry, Walter Berns, Shawn Abdullah, Raymond Waits, and George Kelly to the active roster. The Winnipeg Jets have moved Roy Volz, Fred Brown, Ron Campbell, Derrick Huarte, Bob Douglass, Frank Bloodgood, Earl Long, Chuck Watkins, Roy Kurnick, Mark Cole, Jerome McIntosh, Ed Connell, Mark Sanders, Larry Peko, Ernie Swilling, Bill Cooper, Al McQuary, and Russ "Gopher" Brooks to the inactive roster. |
| 08-05-1963 | The Winnipeg Jets have waived Henry Riley. |
| 01-07-1963 | The Winnipeg Jets have moved Al "Triplet" Smith to the active roster. The Winnipeg Jets have moved Henry Riley, Rodney Preston, and Adrian Allison to the inactive roster. |
| 12-24-1962 | The Winnipeg Jets have placed Henry Riley on the trade block. |
| 08-27-1962 | The Winnipeg Jets have moved Warren Oakes and Henry Riley to the active roster. |
| 08-26-1962 | The Winnipeg Jets have moved Dick Johnson, Al McLaughry, Darryl Carter, Willie Huther, Kermit Olsen, Ron Owens, Dave Webber, Mike Campbell, Cedric Schleicher, Larry Apke, and Slayer Myers to the active roster. The Winnipeg Jets have moved John Bauer, Bubba "Gump" Matson, Adam Lusk, Warren Oakes, Henry Riley, John Wasserbach, Mark Cole, Erik Conerly, and Jim Bracelin to the inactive roster. |
| 08-12-1962 | The Winnipeg Jets have moved Paul Brooks, Warren Oakes, Henry Riley, and Erik Conerly to the active roster. The Winnipeg Jets have moved Darryl Carter, Willie Huther, Mike Campbell, and Slayer Myers to the inactive roster. |
| 02-05-1962 | The Winnipeg Jets have acquired Henry Riley from the waiver wire. |
| 01-28-1962 | The Saskatchewan Chimeras have waived Henry Riley. |
| 12-18-1961 | The Saskatchewan Chimeras have moved Ben Overstreet to the active roster. The Saskatchewan Chimeras have moved Henry Riley to the inactive roster. |
| 11-27-1961 | The Saskatchewan Chimeras have acquired Henry Riley from the waiver wire. |
| 11-20-1961 | The Virginia Bridgeburners have moved Ed Walker to the inactive roster. |
| 11-20-1961 | The Virginia Bridgeburners have waived Henry Riley. |
| 11-06-1961 | The Virginia Bridgeburners have moved Ed Walker to the active roster. The Virginia Bridgeburners have moved Henry Riley to the inactive roster. |
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