| Trophy | Award | Winner | Group | Play | Character | Year |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Wayne Hill | Bonington Players | The Vicar of Dibley | Jim Trott | 2023 |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Fraser Wanlass | Lace Market Theatre | How to Disappear | Mick and others | 2022 |
| Dan Shaw | Actor in a Supporting Role | Andrew Beighton | Robin Hood Theatre | Private Lives | Victor Prynne | 2020 |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Craig Russell | West Bridgford Dramatic Society | Mr Wonderful | Lop Wink Waiter and Drunk | 2019 |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Phil Hawes | Radcliffe on Trent Drama Group | Dial M for Murder | Inspector Hubbard | 2018 |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Martin Pickett | Lace Market Theatre | The Lady Killers | Harry Robinson | 2017 |
| Dan Shaw -supporting | Best Actor in a Supporting Role | Ziemowit Kaczmarek and Jonty Redgate | Robin Hood Theatre | The Pitman Painters | Young Lad and Robert Lyon | 2016 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Victoria Carr | West Bridgford Dramatic Society | | A Variety of Parts | 2015 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Claire Hale | West Bridgford Dramatic Society | Audacity | Gemma | 2014 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | John Uttley | Burton Joyce Players | It Runs in the Family | Bill | 2013 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Robert Dixon and Linda Stafford | West Bridgford DS | Post Horn Gallop | Bert and Maggie | 2012 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Mat Womble & Mandy Buckley | Ravenshead Theatre Group | Habeas Corpus | Dennis & Connie Wicksteed | 2011 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Robert Goll | Nottingham Arts Theatre | A Man for All Seasons | Thomas Cromwell | 2010 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Justin Brockway | West Bridgford Dramatic Society | Masterbuilder | Dr Herdal | 2009 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Keith Benedict | East Leake Amateur Players | It Runs in the Family | . | 2008 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Joe Hennessy | Keyworth Dramatic Society | Tom's Midnight Garden | Peter | 2007 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Deborah Craddock | Burton Joyce Players | The Eckersley Rising | Brenda | 2006 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Julie Cox | Solo Theatre Company | Out of Order | Pamela Willey | 2005 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Ian Hichens | Burton Joyce Players | Don't Dress for Dinner | George | 2005 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Dave Cochrain | West Bridgford Dramatic Society | Arabian Nights | Diverse roles | 2004 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | David Pierce | Bonington Players | Ring Round the Moon | Messerschmann | 2003 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Roy Ainscough | Keyworth Dramatic Society | A Touch of Danger | Graham Digby | 2003 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Tony Tatton | Bonington Players | When We Are Married | Henry Ormonroyd | 2002 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Brandon Stafford | Solo Theatre Company | Allo Allo | Gruber | 2001 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Sharon Burrell | West Bridgford Dramatic Society | Celebration | Irene | 2000 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Pat Monroe | Southwell Theatre Club | Situation Comedy | Doris | 1999 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Joy Page | Ravenshead Theatre Group | The Day After the Fair | . | 1998 |
| Dan Shaw -supporting | Best Actor/tress in a Supporting Role | Sue Astwood | Kegworth Players | . | . | 1997 |