| Year | Name | Designation | Office |
| 2024-25 | Brian Brookes | Dip CII (Claims) | Clear Group |
| 2023-24 | Stephen White | Cert CII (Claims) | Leicester City Council |
| 2022-23 | Sue Hull | ACII | PIB Insurance Brokers |
| 2021-2022 | Florence Dennis | ACII | WTW Networks |
| 2020-2021 | Adrian Mee | B Soc Sc(Hons) Dip PFS | WKM Wealth Financial Planning |
| 2019-2020 | Julie Rayson-Flynn | Cert CII | Brokerbility |
| 2018-2019 | Chris MacLeod | Cert CII | RSA |
| 2017-2018 | Laura Bee | LLB (Hons) | Mills & Reeve |
| 2016-2017 | Pete Willcocks | BA (Hons), MSc, FCII, Chartered Insurance Broker | Larsen Howie |
| 2015-2016 | David Hutchinson | Dip CII | Aon UK Ltd |
| 2014-2015 | Andy Miller | Cert CII | Enable Insurance Services |
| 2013-2014 | Deb Southwick | ACII, Chartered Insurance Practitioner | Willis Ltd |
| 2012-2013 | Allison Marshall | | Aspects Insurance Recruitment |
| 2011-2012 | Janice Fielding | FCII, FPFS, Chartered Financial Planner | Brett & Randall |
| 2010-2011 | Sue Banbury | Dip CII | University of Leicester |
| 2009-2010 | Grant Scott | ACII, Chartered Insurance Practitioner | Cowens Survival Capability |
| 2008-2009 | Brian Brookes | Dip CII, MinstLM | Leicester City Council |
| 2007-2008 | Henryk Cynkar | BA (Hons), FCII | Aon |
| 2006-2007 | Simon Allbright | ACII | Allbright Bishop Rowley |
| 2005-2006 | Keith Torrance | FCII, DMS, MCMI | Midlands Claim Service |
| 2004-2005 | Gill Ford | ACII | Allbright Bishop Rowley |
| 2003-2004 | Roger Corp | BSc (Hons), ACII, FCILA | Cunningham Lindsey |
| 2002-2003 | Graham Spriggs | FCII | Aon |
| 2001-2002 | Paul Lomas | | Harborough Portas |
| 2000-2001 | James Fogg | | Beckett Remington Collins |
| 1999-2000 | Stuart Randall | FCII | Brett & Randall |
| 1998-1999 | Mal Fairhurst | ACII | Royal |
| 1997-1998 | Mary Rogerson | | General Accident |
| 1996-1997 | Ashwin Mistry | ACII | Brett & Randall |
| 1995-1996 | Bruce Teago | ACII | Royal |
| 1994-1995 | Peter N Shaw | FCII, FCILA | Massey & Shaw |
| 1993-1994 | David Webster | ACII | General Accident |
| 1992-1993 | Peter J Shaw | | Shaw Bennett & Co |
| 1991-1992 | Martin Briers | FCII | Norwich Union |