| 2020 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $132,693Benefits $0Total $132,693 | $0 | $132,693 |
| 2019 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $130,922Benefits $155Total $131,077 | $155 | $131,077 |
| 2018 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $126,158Benefits $29Total $126,187 | $29 | $126,187 |
| 2017 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $128,768Benefits $270Total $129,038 | $270 | $129,038 |
| 2016 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $123,443Benefits $127Total $123,570 | $127 | $123,570 |
| 2015 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $123,792Benefits $1,075Total $124,867 | $1,075 | $124,867 |
| 2014 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $123,609Benefits $1,572Total $125,181 | $1,572 | $125,181 |
| 2013 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $123,679Benefits $588Total $124,268 | $588 | $124,268 |
| 2012 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $123,792Benefits $586Total $124,378 | $586 | $124,378 |
| 2011 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $121,485Benefits $437Total $121,921 | $437 | $121,921 |
| 2010 | Simcoe Muskoka Catholic District School Board | Secondary School PrincipalSimcoe Muskoka Catholic District School Board | $117,993Benefits $104Total $118,097 | $104 | $118,097 |
| 2009 | Simcoe Muskoka Catholic District School Board | Secondary School PrincipalSimcoe Muskoka Catholic District School Board | $113,817Benefits $84Total $113,902 | $84 | $113,902 |
| 2008 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $108,262Benefits $61Total $108,324 | $61 | $108,324 |
| 2007 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $104,950Benefits $59Total $105,009 | $59 | $105,009 |
| 2006 | Simcoe Muskoka Catholic District School Board | Elementary School PrincipalSimcoe Muskoka Catholic District School Board | $102,166Benefits $77Total $102,243 | $77 | $102,243 |