Men's Basketball
| Player of the Year | Coach of the Year | Newcomer of the Year | |||
| 2011-12 | Tim Brady, OWU | Bill Brown, WIT | Xavier Brown, WOO | ||
| 2010-11 | Ian Franks, WOO | Mike DeWitt, OWU | Aaron Stefanov, HIR | ||
| 2009-10 | Ian Franks, WOO | Mac Petty, WAB | Dimonde Hale, DEN | ||
| 2008-09 | Bryan Yelvington, KEN | Steve Fleming, HIR | Justin Hallowell, WOO | ||
| 2007-08 | James Cooper, WOO | Matt Croci, KEN | Kodey Haddox, KEN | ||
| 2006-07 | Tom Port, WOO | Steve Moore, WOO | Dave Knapke, KEN | ||
| 2005-06 | James Cooper, WOO | Mike DeWitt, OWU | Brandon Johnson, WOO | ||
| 2004-05 | Daniel Russ, WIT | Bob Ghiloni, DEN | Quinton Spencer, OBE | ||
| 2003-04 | Travis Schwab, OWU | Bill L. Brown, WIT | Tom Port, WOO | ||
| 2002-03 | Bryan Nelson, WOO | Steve Moore, WOO | Brandon Crawford, OBE | ||
| 2001-02 | Joe DesJean, WAB | Bill L. Brown, WIT | Brandon Cole, OWU | ||
| 2000-01 | Ryan Taylor, WIT | Bill L. Brown, WIT | Travis Schwab, OWU | ||
| 1999-00 | Josh Estelle, WAB | Steve Moore, WOO | Bryan Nelson, WOO | ||
| 1998-99 | Ryan Gorman, WOO | Jeff Justus, ERL | Brady Keaton, ERL | ||
| Steve Moore, WOO | |||||
| 1997-98 | Jason Rusnak, DEN | Steve Moore, WOO | James Knight, OBE | ||
| 1996-97 | Casey Chroust, DEN | Bill Lee, DEN | Jake Delsandro, ALL | ||
| 1995-96 | David Masciola, ALL | Phil Ness, ALL | Philip Yontz, WOO | ||
| 1994-95 | Chris Donovan, KEN | Bill Sudeck, CWRU | Jason Johnson, ERL | ||
| 1993-94 | Matt Croci, WIT | Bill L. Brown, WIT | |||
| 1992-93 | Brian Buchanan, WOO | Bill H. Brown, KEN | |||
| 1991-92 | Cory Hodge, OBE | Steve Moore, WOO | |||
| 1990-91 | Brad Baldridge, WIT | Steve Moore, WOO | |||
| 1989-90 | Brad Baldridge, WIT | Dan Hipsher, WIT | |||
| 1988-89 | Garret Daggett, ALL | Bill H. Brown, KEN | |||
| 1987-88 | Lee Rowlinson, OWU | Gene Mehaffey, OWU | |||
| 1986-87 | Scott Tedder, OWU | John Reynders, ALL | |||
| 1985-86 | Scott Tedder, OWU | Bill L. Brown, KEN | |||
| 1984-85 | Mark Oberholtzer, OWU | Gene Mehaffey, OWU | |||