Harry Hereford Teacher of the Year
| Year | Recipient | Club |
| 2026 | Brett Clagett Woods | Canadian Golf & Country Club |
| 2025 | Pasquale Mongillo | Archie's |
| 2024 | James Sperinck | The Meadows Golf & Country Club |
| 2023 | Jake Haime | Kevin Haime Golf Centre |
| 2022 | Derek T. MacDonald | Royal Ottawa Golf Club |
2021 | Derek T. MacDonald | Royal Ottawa Golf Club |
| 2020 | Kevin Haime | Kevin Haime Golf Centre |
| 2019 | Michel Dagenais | Kingsway Parc |
| 2018 | Dave Kalil | Ottawa Hunt & Golf Club |
| 2017 | Matt Robinson | Rideau View Golf Club |
| 2016 | Colin Orr | Ottawa Athletic Club |
| 2015 | Jason Winters | Kevin Haime Golf Centre |
| 2014 | Gregg Foley | The 19th Tee |
| 2013 | Colin Orr | Ottawa Athletic Club |
| 2012 | Michel Dagenais | Champlain |
| 2011 | Matt Robinson | Rideau View Golf Club |
| 2010 | Michel Dagenais | Golf des Erables |
| 2009 | Kevin Haime | Kevin Haime Golf Centre |
| 2008 | Gregg Foley | Kevin Haime Golf Centre |
| 2007 | Dale Pederson | The Landings |
| 2006 | Michel Dagenais | Golf des Erables |
| 2005 | Marc Peterson | Ottawa Athletic Club |
| 2004 | Gord Percy | Kevin Haime Golf Centre |
| 2003 | Harry Hereford | C.P.G.A |
| 2002 | Harry Hereford | C.P.G.A |
| 2001 | Warren Grant | Manderley on the Green |
| 2000 | Kevin Haime | Kevin Haime Golf Centre |