| Date | Transaction |
| 02-28-2017 | Delroy Wilma has retired from the Cleveland Ironmen. |
| 01-30-2017 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire; however, as he was traded or waived after the deadline and has not spent a full week on the wire, he will not be eligible for the postseason. |
| 01-30-2017 | The Cleveland Ironmen have waived Delroy Wilma. |
| 01-30-2017 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-14-2016 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 80-man roster limit. |
| 05-01-2016 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 05-01-2016 | The Cleveland Ironmen have waived Delroy Wilma. |
| 05-01-2016 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-24-2015 | The Chicago Dawgs have waived Delroy Wilma. |
| 08-05-2013 | The Chicago Dawgs have moved Delroy Wilma, Lefty Frizzell, and Glenn Bedore to the inactive roster. |
| 08-27-2012 | The Chicago Dawgs have acquired Delroy Wilma from the waiver wire. |
| 08-20-2012 | The Cleveland Ironmen have waived Delroy Wilma. |
| 08-20-2012 | The Cleveland Ironmen have moved Don Poppowell to the active roster. The Cleveland Ironmen have moved Delroy Wilma to the inactive roster. |
| 08-06-2012 | The Cleveland Ironmen have moved Mike LaHood, Herbie Crockett, Jesse Owens, Roger Olive, Dave Munchak, Marmaduke Trent, Glen Ray Hines, David Holmes, Bruce Landon, Bill Orduna, Ray Moody, Ed Cotton, Moe Racine, Grant Lee, Delroy Wilma, and Tom Mandarich to the active roster. The Cleveland Ironmen have moved Andy Ballantine, Gene Krupa, Lionel Taylor, Dickie Post, Warren Wells, John Mackey, Ross Uhlenhake, Roger Pillath, Fair Hooker, Dick Himes, Don Poppowell, Bruce Tarbox, Terry Falcon, Roman Gabriel, Leland Glass, and Bobby McCrory to the inactive roster. |
| 04-29-2012 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 04-29-2012 | The Cleveland Ironmen have waived Delroy Wilma. |
| 04-29-2012 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-28-2011 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 65-man roster limit. |
| 08-22-2011 | The Cleveland Ironmen have moved Ross Uhlenhake to the active roster. The Cleveland Ironmen have moved Delroy Wilma to the inactive roster. |
| 08-22-2011 | The Cleveland Ironmen have moved Delroy Wilma to the active roster. The Cleveland Ironmen have moved Mark Ulrich to the inactive roster. |
| 08-22-2011 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-22-2011 | The Cleveland Ironmen have waived Delroy Wilma. |
| 08-08-2011 | The Cleveland Ironmen have moved Delroy Wilma to the active roster. The Cleveland Ironmen have moved Ross Uhlenhake to the inactive roster. |
| 01-31-2011 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire; however, as he was traded or waived after the deadline and has not spent a full week on the wire, he will not be eligible for the postseason. |
| 01-31-2011 | The Cleveland Ironmen have waived Delroy Wilma. |
| 01-31-2011 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 09-05-2010 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 65-man roster limit. |
| 08-30-2010 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-30-2010 | The Cleveland Ironmen have waived Delroy Wilma. |
| 08-29-2010 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-29-2010 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 65-man roster limit. |
| 08-23-2010 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-09-2010 | The Miami Cobras have waived Delroy Wilma. |
| 05-02-2010 | The Miami Cobras have moved Delroy Wilma to the active roster. The Miami Cobras have moved Ray Bryant to the inactive roster. |
| 05-02-2010 | Trade #83953 has been completed between the Cleveland Ironmen and the Miami Cobras. The Miami Cobras receive Vernon Vanoy (DE), Cleveland Fisk (DT), Delroy Wilma (C), Gary Champagne (LB), Jim Cadile (T), Draft Pick - 2011 Round 2 (CLE), Draft Pick - 2010 Round 2 (MON), Draft Pick - 2010 Round 2 (EDM) from the Cleveland Ironmen in exchange for Draft Pick - 2010 Round 1 (MIA). |
| 01-04-2010 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire; however, as he was traded or waived after the deadline and has not spent a full week on the wire, he will not be eligible for the postseason. |
| 01-04-2010 | The Cleveland Ironmen have waived Delroy Wilma. |
| 01-04-2010 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 01-03-2010 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 53-man roster limit. |
| 12-28-2009 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 09-13-2009 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 53-man roster limit. |
| 09-07-2009 | The Cleveland Ironmen have moved Joe Lukens, John Mackey, Augie Pabst, Lionel Taylor, Rod Huntley, Bobby McCrory, Don Trull, and Don Poppowell to the active roster. The Cleveland Ironmen have moved Bruce Landon, Ray Mix, I.M. Hipp, Delroy Wilma, Jim Chevrolet, Rudy Bukich, Grant Lee, and John Frank to the inactive roster. |
| 08-31-2009 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 08-30-2009 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 65-man roster limit. |
| 08-23-2009 | The Cleveland Ironmen have moved Huck Derby, Darren Barber, Bob Babich, Bill Story, Bruce Landon, Leland Glass, Andy Ballantine, Dick Himes, Joe Niagara, Fair Hooker, Happy Hairston, John Van Boxmeer, Lamar Lundy, Audrey Bruce, and Mike Fox to the active roster. The Cleveland Ironmen have moved Francis Peay, Skitch Henderson, Greg Mansfield, Jim Kregel, Carl White, Floyd Lloyd, Delroy Wilma, Grant Lee, Tony Adams, Duane Pickford, Jack Mackalavage, Phil Woodin, Ross Bjork, Tom Garden, Ron Colter, Roy Blue, and Vinny Vanzo to the inactive roster. |
| 08-10-2009 | The Cleveland Ironmen have moved Russell Crafts, Delroy Wilma, Rudy Bukich, Charlie Greer, Jim Kregel, Orman Cunningham, Tom Garden, Roy Blue, Johnny Moffett, Chris Bragonier, Tony Adams, Ray Mix, Donnie Pearson, Ross Bjork, Ron Colter, Gene Krupa, Dan Justin, Dutch Collie, Steve Walter, Francis Peay, Dave Moore, Drake Harbour, Grant Lee, John Frank, Michael London, Jack Mackalavage, and Jim Chevrolet to the active roster. The Cleveland Ironmen have moved Moe Racine, Lamar Lundy, Jack Tatum, Joe Duquesne, Tony Gabriel, Andy Ballantine, Jim LeClair, Jim Cadile, Don Poppowell, Monte Clark, Steve Luke, Joe Niagara, Wendell Scott, Augie Pabst, Dick Himes, Joe Lukens, Lionel Taylor, Rod Huntley, Bob Jeter, Mike Fox, Mike Guess, Tom Day, Joe Kaiers, Leland Glass, Don Trull, Fair Hooker, and Bruce Landon to the inactive roster. |
| 12-29-2008 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 12-28-2008 | The Cleveland Ironmen have automatically waived Delroy Wilma to comply with the 53-man roster limit. |
| 12-22-2008 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire; however, as he was traded or waived after the deadline and has not spent a full week on the wire, he will not be eligible for the postseason. |
| 12-22-2008 | The Cleveland Ironmen have waived Delroy Wilma. |
| 12-22-2008 | The Cleveland Ironmen have acquired Delroy Wilma from the waiver wire. |
| 09-01-2008 | The Miami Cobras have waived Delroy Wilma. |
| 09-01-2008 | The Miami Cobras have moved Sammy Lueck, Ray Bryant, Hec Davis, Tom Barni, and Kenyon Smith to the active roster. The Miami Cobras have moved Al Wondolowski, Delroy Wilma, Tony Everett, Jason Johnson, and Larry McElroy to the inactive roster. |
| 04-27-2008 | The Miami Cobras have moved Delroy Wilma to the active roster. The Miami Cobras have moved Ray Bryant to the inactive roster. |
| 04-27-2008 | Trade #82846 has been completed between the Cleveland Ironmen and the Miami Cobras. The Miami Cobras receive Delroy Wilma (C), Draft Pick - 2008 Round 2 (CLE), Draft Pick - 2008 Round 1 (CLE) from the Cleveland Ironmen in exchange for Draft Pick - 2008 Round 1 (MIA). |
| 01-20-2008 | The Cleveland Ironmen have moved John Van Boxmeer and Don Poppowell to the active roster. The Cleveland Ironmen have moved Delroy Wilma and Marmaduke Trent to the inactive roster. |
| 12-23-2007 | The Cleveland Ironmen have moved Delroy Wilma to the active roster. The Cleveland Ironmen have moved Don Poppowell to the inactive roster. |
| 09-24-2007 | The Cleveland Ironmen have changed Martin Maples's name to Delroy Wilma. |
| 09-03-2007 | The Cleveland Ironmen have moved Andre LaCroix, Bob Cameron, Jim LeClair, Jim Cadile, Don Poppowell, Ken Kortas, Steve Luke, Joe Niagara, Augie Pabst, Joe Lukens, Lionel Taylor, Rod Huntley, Bob Jeter, Joe Kaiers, and Fair Hooker to the active roster. The Cleveland Ironmen have moved D'Artagnan Marquis, Boothe Tarkenton, Martin Maples, Roy Hord, Nick Jones, Greg Wojcik, Tony Adams, Marmaduke Trent, Roland Miles, George Carter, Francis Peay, Grant Lee, Ordell Brasse, John Frank, and Jim Chevrolet to the inactive roster. |
| 08-06-2007 | The Cleveland Ironmen have moved Bob Abel, Frank Buncom, Rosey Harbour, Lindsey McLemore, Jim Chevrolet, Tony Adams, Roger Rogers, Boothe Tarkenton, Tommy Joe Coffey, Roland Miles, Tony Gabriel, Ralph Graham, Elliott Coglizer, Greg Wojcik, Gene Atkeson, George Carter, Alvin Batteaux, Rankin Hunley, Doyle Nix, Norm Duke, Roy Hord, Mike Fox, Vernon Vanoy, Grant Lee, Francis Peay, and Martin Maples to the active roster. The Cleveland Ironmen have moved Jim LeClair, Lionel Taylor, Joe Lukens, Ken Kortas, Joe Niagara, Joe Kaiers, Lamar Lundy, Jack Tatum, Joe Duquesne, Augie Pabst, Huck Derby, Chuck Guy, Fair Hooker, Jim Cadile, Don Poppowell, Monte Clark, Happy Hairston, John Van Boxmeer, Audrey Bruce, Steve Luke, Lionel Antoine, Moe Racine, Rod Huntley, Bob Jeter, Mike Guess, and Tom Day to the inactive roster. |
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