| 1751 | Jenna Lemke | Renfrew County Catholic District School Board | Principal | $146,252 | $146,350 |
| 1752 | Robert Powell | Thames Valley District School Board | Principal | $146,247 | $146,492 |
| 1753 | Les Arnone | Thunder Bay Catholic District School Board | Principal | $146,227 | $146,325 |
| 1754 | Carla Fundak-Bonsma | Waterloo Catholic District School Board | Principal | $146,219 | $146,219 |
| 1755 | Antonio Paino | Thames Valley District School Board | Principal | $146,213 | $146,213 |
| 1756 | Kelly Holbrough | Thames Valley District School Board | Principal | $146,188 | $146,188 |
| 1757 | Marie Metias | Conseil Scolaire Catholique MonAvenir | Direction école | $146,172 | $147,172 |
| 1758 | Michelle Miller | Waterloo Catholic District School Board | Principal | $146,106 | $146,106 |
| 1759 | Sandra Tovell | Algonquin And Lakeshore Catholic District School Board | School Principal | $146,017 | $146,017 |
| 1760 | Graham Monck | Conseil Scolaire Catholique Providence | Direction école | $145,992 | $145,992 |
| 1761 | Michael Clifford | Waterloo Catholic District School Board | Principal | $145,988 | $145,988 |
| 1762 | Brigit Cautillo | Dufferin-Peel Catholic District School Board | Principal | $145,885 | $146,375 |
| 1763 | Katharine Terpstra | Grand Erie District School Board | Principal | $145,868 | $145,868 |
| 1764 | Rebecca Grisdale | Algoma District School Board | Principal | $145,803 | $145,902 |
| 1765 | Radha Tulsi | Peel District School Board | Principal | $145,693 | $145,693 |
| 1766 | Kelly Mccormick | Thames Valley District School Board | Principal | $145,638 | $145,638 |
| 1767 | Mary-Kate Bridson | Catholic District School Board Of Eastern Ontario | Principal | $145,633 | $145,633 |
| 1768 | Lysande Bisson | Conseil Scolaire Catholique Providence | Direction école | $145,613 | $145,613 |
| 1769 | Nikki Hutchison | Peel District School Board | Principal | $145,422 | $145,422 |
| 1770 | Danielle Silverthorne | Conseil Scolaire Catholique Providence | Direction école | $145,421 | $145,421 |
| 1771 | Dina Yeo | Thunder Bay Catholic District School Board | Principal | $145,380 | $145,478 |
| 1772 | Abby Gauthier | Algonquin And Lakeshore Catholic District School Board | School Principal | $145,358 | $145,358 |
| 1773 | Kevin Walsh | Renfrew County Catholic District School Board | Principal | $145,329 | $145,428 |
| 1774 | Souhila Benabadji | Conseil Scolaire Viamonde | Direction d’école | $145,291 | $146,091 |
| 1775 | Felicia Chini | Conseil Scolaire Catholique MonAvenir | Direction école | $145,164 | $146,164 |
| 1776 | Sindy Dyck | Thames Valley District School Board | Principal | $145,137 | $145,137 |
| 1777 | Marline Al Koura | Ottawa Catholic School Board | Principal | $145,080 | $145,530 |
| 1778 | Vera Ngo Baniny | Conseil Scolaire Viamonde | Direction d’école | $145,070 | $145,870 |
| 1779 | Aaron Hobbs | Ottawa-Carleton District School Board | Principal | $144,853 | $144,853 |
| 1780 | Nicholas Apostle | Algoma District School Board | Principal | $144,840 | $144,939 |
| 1781 | Julie Christensen | Thames Valley District School Board | Principal | $144,774 | $145,974 |
| 1782 | Joshua Brown | Thames Valley District School Board | Principal | $144,752 | $144,752 |
| 1783 | Vanessa Sloan | Ottawa Catholic School Board | Principal | $144,743 | $144,842 |
| 1784 | Laura Ladouceur | Ottawa-Carleton District School Board | Principal | $144,738 | $144,738 |
| 1785 | Laura Colussi | Algoma District School Board | Principal | $144,641 | $144,740 |
| 1786 | Sripriya Rajan | Peel District School Board | Principal | $144,569 | $144,569 |
| 1787 | Temitope Alli | Peel District School Board | Principal | $144,530 | $144,530 |
| 1788 | Mélissa Pépin | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $144,407 | $145,933 |
| 1789 | Frank Ianni | Thunder Bay Catholic District School Board | Principal | $144,063 | $144,162 |
| 1790 | Jasmine Bernier | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $144,044 | $145,044 |
| 1791 | Simplice Alain Tayou | Conseil Scolaire Viamonde | Direction d’école | $144,007 | $144,807 |
| 1792 | Kaila O’Callaghan | Algoma District School Board | Principal | $143,774 | $143,872 |
| 1793 | Manon Girard | Conseil Scolaire De District Catholique De L’est Ontarien | Direction d’école | $143,604 | $143,604 |
| 1794 | Roberto Orofiamma | Dufferin-Peel Catholic District School Board | Principal | $143,472 | $144,749 |
| 1795 | Eric Gauthier | Conseil Scolaire Catholique Des Aurores Boréales | Direction d’école | $143,318 | $143,700 |
| 1796 | Taryn Lessard | Lambton Kent District School Board | Principal | $143,306 | $143,306 |
| 1797 | Angela Cote | Lambton Kent District School Board | Principal | $143,223 | $143,223 |
| 1798 | Katherine Akelaitis | Dufferin-Peel Catholic District School Board | Principal | $143,154 | $144,121 |
| 1799 | Emilie Baillargeon Beger | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $143,086 | $143,086 |
| 1800 | Natalie Ginglo-Robert | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $143,082 | $143,082 |
| 1801 | Chantal Bourgon | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $143,082 | $143,082 |
| 1802 | William Maloley | Ottawa-Carleton District School Board | Principal | $142,976 | $142,976 |
| 1803 | Vivian Amoah | Peel District School Board | Principal | $142,950 | $142,950 |
| 1804 | Amanda Dunbar | Algoma District School Board | Principal | $142,933 | $143,031 |
| 1805 | Jennifer Smith | Ottawa Catholic School Board | Principal | $142,850 | $142,949 |
| 1806 | Shawn Klingenberg | James Bay Lowlands Secondary School Board | Principal | $142,828 | $153,637 |
| 1807 | Karen Kealey | Ottawa Catholic School Board | Principal | $142,810 | $142,908 |
| 1808 | Caroline Woodburn | Thames Valley District School Board | Principal | $142,802 | $142,802 |
| 1809 | Micheline Boileau-Bougon | Ottawa Catholic School Board | Principal | $142,772 | $143,109 |
| 1810 | Tara-Jo Hunter | Ottawa Catholic School Board | Principal | $142,616 | $143,066 |
| 1811 | Kristina Shanks | Thames Valley District School Board | Principal | $142,602 | $143,402 |
| 1812 | Heather Neelin | Ottawa-Carleton District School Board | Principal | $142,587 | $142,587 |
| 1813 | Nicole Brooks | Ottawa Catholic School Board | Principal | $142,571 | $142,669 |
| 1814 | Michelle Leafloor | Ottawa Catholic School Board | Principal | $142,505 | $142,843 |
| 1815 | Simone Wallace | Peel District School Board | Principal | $142,473 | $142,473 |
| 1816 | Rola Tibshirani | Ottawa Catholic School Board | Principal | $142,356 | $142,455 |
| 1817 | Krista Sarginson | Ottawa Catholic School Board | Principal | $142,339 | $142,438 |
| 1818 | Joseph Greco | Algoma District School Board | Principal | $142,331 | $142,429 |
| 1819 | Christopher Wereley | Ottawa-Carleton District School Board | Principal | $142,273 | $142,273 |
| 1820 | Anick Champagne-Hickey | Algoma District School Board | Principal | $142,269 | $142,367 |
| 1821 | Stacy Dillon-Dupuis | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $142,265 | $142,265 |
| 1822 | Angela Morin Labine | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $142,265 | $142,265 |
| 1823 | Cora Hammond | Grand Erie District School Board | Principal | $142,125 | $142,125 |
| 1824 | Delbert Allan | Simcoe Muskoka Catholic District School Board | Principal | $142,109 | $143,919 |
| 1825 | Emily Hamilton | Northwest Catholic District School Board | Principal | $142,053 | $142,792 |
| 1826 | Andrea Bertrand-Gendron | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $141,968 | $143,493 |
| 1827 | Danyka Burton | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $141,876 | $143,401 |
| 1828 | Jozanne Walker-Battick | Peel District School Board | Principal | $141,867 | $141,867 |
| 1829 | Mendy Snider | Algoma District School Board | Principal | $141,762 | $141,861 |
| 1830 | Idrine Matenda-Zambi | Conseil Scolaire Catholique Providence | Direction école | $141,756 | $141,756 |
| 1831 | Kimberly Esdaile | Ottawa-Carleton District School Board | Principal | $141,669 | $141,669 |
| 1832 | David Shuh | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $141,637 | $142,637 |
| 1833 | Peggy Morin | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $141,619 | $141,619 |
| 1834 | Rebecca Ryan | Ottawa-Carleton District School Board | Principal | $141,612 | $141,612 |
| 1835 | Daniel Martin | Ottawa-Carleton District School Board | Principal | $141,536 | $141,536 |
| 1836 | Marie-Diane Dallaire | Conseil Des Écoles Catholiques Du Centre Est | Direction d’école | $141,458 | $143,078 |
| 1837 | Joseph Derosario | Algoma District School Board | Principal | $141,253 | $141,351 |
| 1838 | Yolaine Brassard | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $141,235 | $142,235 |
| 1839 | Stephanie Luke | Algoma District School Board | Principal | $141,174 | $141,273 |
| 1840 | Jennifer Knight-Blackned | Moose Factory Island District School Area Board | Principal | $141,167 | $156,819 |
| 1841 | Zachary Halwachs | Lambton Kent District School Board | Principal | $140,910 | $140,910 |
| 1842 | Janet Foote | Waterloo Catholic District School Board | Principal | $140,857 | $140,857 |
| 1843 | Elysa Esposito | Ottawa-Carleton District School Board | Principal | $140,766 | $140,766 |
| 1844 | Andrea Williams | Ottawa-Carleton District School Board | Principal | $140,688 | $140,688 |
| 1845 | Concetta Buragina | Algonquin And Lakeshore Catholic District School Board | School Principal | $140,634 | $140,634 |
| 1846 | Shaun Labine | Algoma District School Board | Principal | $140,453 | $140,552 |
| 1847 | Monique Flore Tchimtchoua | Conseil Des Écoles Catholiques Du Centre Est | Direction d’école | $140,403 | $142,023 |
| 1848 | Lori Macnab | Grand Erie District School Board | Principal | $140,204 | $140,204 |
| 1849 | Vincent Palumbo | Algoma District School Board | Principal | $140,149 | $140,247 |
| 1850 | Jennifer Gordon | Algoma District School Board | Principal | $140,068 | $140,167 |
| 1851 | Brigitte Lepage | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $140,052 | $140,745 |
| 1852 | Wanda Zelau | Moosonee District School Area Board | Principal | $139,915 | $147,137 |
| 1853 | Erin Eitrem | Algoma District School Board | Principal | $139,807 | $139,906 |
| 1854 | Mohammad Saleh | Conseil Scolaire Viamonde | Direction d’école | $139,788 | $140,638 |
| 1855 | Lisa Felton | Algoma District School Board | Principal | $139,659 | $139,756 |
| 1856 | Dominique Jean | Conseil Scolaire Public Du Grand Nord De L’ontario | Direction d’école | $139,536 | $139,536 |
| 1857 | Michael Lefebvre | Algoma District School Board | Principal | $139,426 | $139,525 |
| 1858 | Mackenzie Sayers | Algoma District School Board | Principal | $139,345 | $139,443 |
| 1859 | Sarah Olfert | Conseil Scolaire De District Catholique De L’est Ontarien | Direction d’école | $138,997 | $138,997 |
| 1860 | Jonathan Harris | Ottawa-Carleton District School Board | Principal | $138,945 | $138,945 |
| 1861 | Jean-François Thibodeau | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $138,707 | $139,361 |
| 1862 | Christine Velcich | Algoma District School Board | Principal | $138,584 | $138,682 |
| 1863 | Regan Hagen | Algoma District School Board | Principal | $138,581 | $138,680 |
| 1864 | Tracy Burmaster | Algoma District School Board | Principal | $138,574 | $138,673 |
| 1865 | Angela Plaunt | Algoma District School Board | Principal | $138,324 | $138,422 |
| 1866 | Alison Herst-Jackson | Near North District School Board | Principal | $138,262 | $138,262 |
| 1867 | Chantal Tremblay | Northeastern Catholic District School Board | School Principal | $138,041 | $138,041 |
| 1868 | Elaine Carlson | Conseil Scolaire Viamonde | Direction d’école | $138,018 | $138,818 |
| 1869 | Md Abdus Salam | Neskantaga First Nation | Principal | $138,003 | $138,003 |
| 1870 | Kati Mackie | Ottawa-Carleton District School Board | Principal | $137,873 | $137,873 |
| 1871 | Nathalie Bedard | Conseil Scolaire Catholique MonAvenir | Direction école | $137,731 | $138,181 |
| 1872 | Megan Egerton-Graham | Ottawa-Carleton District School Board | Principal | $136,449 | $136,449 |
| 1873 | Tara Lappage | Algoma District School Board | Principal | $136,315 | $136,414 |
| 1874 | Michael Phillips | Thames Valley District School Board | Principal | $135,443 | $135,443 |
| 1875 | Celine Leduc | Ottawa-Carleton District School Board | Principal | $134,864 | $134,864 |
| 1876 | Serena Belleau | Algoma District School Board | Principal | $134,647 | $134,746 |
| 1877 | Jeffrey Zwolak | Hamilton Wentworth Catholic District School Board | Principal | $134,463 | $135,461 |
| 1878 | Sophie Newman | Algoma District School Board | Principal | $133,979 | $134,078 |
| 1879 | Jennifer Slater | Hastings And Prince Edward District School Board | Principal | $133,799 | $133,799 |
| 1880 | France Ducharme | Conseil Scolaire De District Catholique Du Nouvel-Ontario | Direction d’école | $133,218 | $133,218 |
| 1881 | Alison Hicks | Ottawa Catholic School Board | Principal | $132,772 | $133,222 |
| 1882 | Amanda Pyykonen | Algoma District School Board | Principal | $130,791 | $130,889 |
| 1883 | Teri Shurb | Ottawa Catholic School Board | Principal | $130,744 | $130,842 |
| 1884 | Michaela Sheehan | Algoma District School Board | Principal | $130,678 | $130,777 |
| 1885 | Rogene Reid | Peel District School Board | Principal | $130,613 | $130,613 |
| 1886 | Ann-Marie Daharu | Thames Valley District School Board | Principal | $130,502 | $130,502 |
| 1887 | Kirby Horton | Algoma District School Board | Principal | $130,396 | $130,494 |
| 1888 | Henriette Tebit Nwabang | Conseil Scolaire Catholique MonAvenir | Direction école | $130,306 | $130,756 |
| 1889 | Alexandra Kalinin | Conseil Scolaire Catholique MonAvenir | Direction école | $130,279 | $135,909 |
| 1890 | Steve Burroughs | Thames Valley District School Board | Principal | $130,267 | $130,267 |
| 1891 | Angelo Kontos | Peel District School Board | Principal | $129,995 | $129,995 |
| 1892 | Julie Cyr | Conseil Scolaire Public Du Grand Nord De L’ontario | Direction d’école | $129,682 | $129,682 |
| 1893 | Margaret Sullivan | Thames Valley District School Board | Principal | $129,419 | $129,419 |
| 1894 | Maria Richichi | Ottawa Catholic School Board | Principal | $129,208 | $129,307 |
| 1895 | Michelle Holder | Thames Valley District School Board | Principal | $129,202 | $129,202 |
| 1896 | Thomas Ro | Grand Erie District School Board | Principal | $128,919 | $128,919 |
| 1897 | Julie Lachance | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $128,832 | $129,385 |
| 1898 | Mark Flumerfelt | Thames Valley District School Board | Principal | $128,761 | $128,761 |
| 1899 | Soha Fakih | Conseil Scolaire Viamonde | Direction d’école | $128,532 | $129,332 |
| 1900 | Aileen Padua | Peel District School Board | Principal | $128,326 | $128,326 |
| 1901 | Ana Barbosa | Conseil Scolaire Viamonde | Direction d’école | $128,316 | $130,136 |
| 1902 | Gaynor Kondric | Ottawa-Carleton District School Board | Principal | $128,226 | $128,226 |
| 1903 | Doris St. Jules | Algoma District School Board | Principal | $127,971 | $128,070 |
| 1904 | Sylvia Rochon | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $127,647 | $128,200 |
| 1905 | Jeffrey Quenneville | Dufferin-Peel Catholic District School Board | Principal | $127,490 | $128,457 |
| 1906 | Ivan Carruthers | Grand Erie District School Board | Principal | $126,782 | $126,782 |
| 1907 | Barbara Dennis | Rainy River District School Board | Principal | $126,628 | $126,628 |
| 1908 | Marc Laurente | Dufferin-Peel Catholic District School Board | Principal | $126,622 | $127,527 |
| 1909 | Laura Hearn | Grand Erie District School Board | Principal | $126,584 | $126,584 |
| 1910 | Lindsay Taylor | Peel District School Board | Principal | $126,530 | $126,530 |
| 1911 | Marcia Mccurdy-Fagan | Peel District School Board | Principal | $126,127 | $126,127 |
| 1912 | Marco Di Muzio | Dufferin-Peel Catholic District School Board | Principal | $126,054 | $126,959 |
| 1913 | Cameron Mccuaig | Thames Valley District School Board | Principal | $125,968 | $125,968 |
| 1914 | Leona Hamlin | Lambton Kent District School Board | Principal | $125,934 | $125,934 |
| 1915 | Karen Quesnel | Algoma District School Board | Principal | $125,815 | $125,913 |
| 1916 | Mark Falcioni | Dufferin-Peel Catholic District School Board | Principal | $125,653 | $126,620 |
| 1917 | Daniel Dubé | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $125,346 | $126,872 |
| 1918 | Mathieu Bélanger | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $125,328 | $125,881 |
| 1919 | Richard Gavin | Dufferin-Peel Catholic District School Board | Principal | $125,301 | $126,268 |
| 1920 | Celine Desroches | Conseil Scolaire Catholique MonAvenir | Direction école | $124,728 | $125,278 |
| 1921 | Carolyn Sossi Grant | Peel District School Board | Principal | $124,626 | $124,626 |
| 1922 | Emanuel Farrugia | Dufferin-Peel Catholic District School Board | Principal | $123,707 | $124,674 |
| 1923 | Marie-Soleil Beites | Conseil Scolaire De District Catholique Du Nouvel-Ontario | Direction d’école | $123,362 | $123,362 |
| 1924 | Christina Gillanders | Ottawa-Carleton District School Board | Principal | $122,993 | $122,993 |
| 1925 | Vella Giglio | Waterloo Catholic District School Board | Principal | $122,983 | $122,983 |
| 1926 | Michael Curry | Ottawa Catholic School Board | Principal | $122,964 | $123,062 |
| 1927 | Mélanie Leblanc | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $122,390 | $122,943 |
| 1928 | Suzanne Jacques | Conseil Scolaire Catholique MonAvenir | Direction école | $122,323 | $122,873 |
| 1929 | Sandra Rea | Dufferin-Peel Catholic District School Board | Principal | $122,313 | $123,280 |
| 1930 | Amy Shantz | Waterloo Catholic District School Board | Principal | $122,146 | $122,146 |
| 1931 | Kevin Macisaac | Hamilton Wentworth Catholic District School Board | Principal | $121,964 | $122,602 |
| 1932 | Kylie Richardson | Dufferin-Peel Catholic District School Board | Principal | $121,766 | $122,733 |
| 1933 | Cheryl Cauduro | Dufferin-Peel Catholic District School Board | Principal | $121,663 | $122,630 |
| 1934 | Laura Rossi | Dufferin-Peel Catholic District School Board | Principal | $121,663 | $122,630 |
| 1935 | Diana Linardic | Dufferin-Peel Catholic District School Board | Principal | $121,603 | $122,570 |
| 1936 | Thomas Podobnik | Dufferin-Peel Catholic District School Board | Principal | $121,503 | $122,470 |
| 1937 | Patricia Baker | Thames Valley District School Board | Principal | $121,071 | $121,071 |
| 1938 | Gilles Auger | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $120,919 | $121,473 |
| 1939 | Robert Tremblay | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $120,726 | $122,193 |
| 1940 | Tami L Kroon | Mohawk Council Of Akwesasne | Principal | $120,539 | $121,314 |
| 1941 | Martina Sherwood | Ottawa-Carleton District School Board | Principal | $120,432 | $120,432 |
| 1942 | Shari Robitaille | Conseil Scolaire Catholique Providence | Direction école | $120,390 | $120,390 |
| 1943 | Lucie Lahaie | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $120,198 | $120,891 |
| 1944 | Christine Lanos | Ottawa-Carleton District School Board | Principal | $120,176 | $120,176 |
| 1945 | André Paquette | Conseil Scolaire De District Catholique Du Nouvel-Ontario | Direction d’école | $120,085 | $120,085 |
| 1946 | Andrew Nordman | Ottawa-Carleton District School Board | Principal | $120,010 | $120,010 |
| 1947 | Rémi Racine | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $119,710 | $120,057 |
| 1948 | Timothy Brock | Ottawa-Carleton District School Board | Principal | $119,639 | $119,639 |
| 1949 | Sarah Misener | Algoma District School Board | Principal | $119,398 | $119,496 |
| 1950 | Rebecca L. Toulouse | Sagamok Anishnawbek First Nation | Principal | $119,201 | $119,201 |
| 1951 | Vicki Aiudi | Algoma District School Board | Principal | $119,065 | $119,164 |
| 1952 | Andrea Carpenter | Mohawk Council Of Akwesasne | Principal | $119,022 | $119,865 |
| 1953 | Joanne Héroux Farrow | Conseil Scolaire Public Du Nord-est De L’ontario | Direction d’école | $118,612 | $119,667 |
| 1954 | Mark Kennedy | Ottawa Catholic School Board | Principal | $118,302 | $118,400 |
| 1955 | Dawn Fewer | Catholic District School Board Of Eastern Ontario | Principal | $118,288 | $118,288 |
| 1956 | Kevin Gilmore | Ottawa-Carleton District School Board | Principal | $118,146 | $118,146 |
| 1957 | Stephen Collins | Ottawa-Carleton District School Board | Principal | $118,112 | $118,112 |
| 1958 | Therese Fitzpatrick | Peel District School Board | Principal | $117,853 | $117,853 |
| 1959 | Robin Small | Ottawa-Carleton District School Board | Principal | $117,812 | $117,812 |
| 1960 | Frances Mageau | Conseil Scolaire Catholique Franco-Nord | Direction d’école | $117,623 | $118,176 |
| 1961 | Nathalie Marchand | Conseil Scolaire Catholique Des Grandes Rivières | Direction d’école | $117,590 | $117,590 |
| 1962 | Dawn Ruddick | Thames Valley District School Board | Principal | $116,766 | $117,966 |
| 1963 | Marisa Munroe | Waterloo Catholic District School Board | Principal | $116,758 | $116,758 |
| 1964 | Yves Nya Happy | Conseil Scolaire Catholique Des Aurores Boréales | Direction d’école | $116,674 | $117,014 |
| 1965 | Flora Love-Jedruch | Thunder Bay Catholic District School Board | Principal | $116,531 | $116,629 |
| 1966 | Marc Cormier | Conseil Scolaire Viamonde | Direction d’école | $116,482 | $117,036 |
| 1967 | Constance Stella | Peel District School Board | Principal | $115,834 | $115,834 |
| 1968 | Joy Mclean | Lambton Kent District School Board | Principal | $115,477 | $115,477 |
| 1969 | Holly Knill | Grand Erie District School Board | Principal | $115,173 | $115,173 |
| 1970 | Kelly Colter | Algoma District School Board | Principal | $115,042 | $115,140 |
| 1971 | Christine Barnes | Peel District School Board | Principal | $114,835 | $114,835 |
| 1972 | Alison Irvine | Peel District School Board | Principal | $114,633 | $114,633 |
| 1973 | Karen Langford | Thames Valley District School Board | Principal | $114,567 | $115,767 |
| 1974 | Josée Drouin | Conseil Des Écoles Publiques De L’est De L’ontario | Direction école | $113,882 | $114,574 |
| 1975 | Heather Little | Peel District School Board | Principal | $113,775 | $113,775 |
| 1976 | Rita Walker | Peel District School Board | Principal | $113,631 | $113,631 |
| 1977 | Jason Pratt | Thames Valley District School Board | Principal | $113,504 | $113,504 |
| 1978 | Graham Stuart | Algonquin And Lakeshore Catholic District School Board | School Principal | $113,209 | $113,209 |
| 1979 | Roxanne Camirand | Conseil Scolaire Catholique MonAvenir | Direction école | $113,108 | $113,658 |
| 1980 | Lise Theriault | Conseil Scolaire Catholique MonAvenir | Direction école | $113,053 | $113,603 |
| 1981 | Joann De Murrell | Peel District School Board | Principal | $112,873 | $112,873 |
| 1982 | Tracy Vandenbossche | Lambton Kent District School Board | Principal | $112,755 | $112,755 |
| 1983 | Neil Ekels | Peel District School Board | Principal | $112,749 | $112,749 |
| 1984 | Leif Broughton | Biinjitiwaabik Zaaging Anishinaabek First Nation | Principal | $112,665 | $113,547 |
| 1985 | Diannah Dean | Grand Erie District School Board | Principal | $112,636 | $112,636 |
| 1986 | Scott Nichol | Renfrew County Catholic District School Board | Principal | $112,622 | $112,720 |
| 1987 | Marcia Lynch | Ottawa Catholic School Board | Principal | $112,577 | $112,675 |
| 1988 | Hermann Touagueu Djieuga | Conseil Scolaire Viamonde | Direction d’école | $112,449 | $112,449 |
| 1989 | Anthony Perrotta | Dufferin-Peel Catholic District School Board | Principal | $112,279 | $113,060 |
| 1990 | Julia Graydon | Renfrew County Catholic District School Board | Principal | $111,903 | $112,001 |
| 1991 | Deborah Anne Langdon | Ottawa Catholic School Board | Principal | $110,927 | $111,025 |
| 1992 | Sheryl Stashick | Ottawa Catholic School Board | Principal | $110,869 | $111,206 |
| 1993 | Pamela Marshall Gray | Near North District School Board | Principal | $110,865 | $110,865 |
| 1994 | Darquise Lapalme | Conseil Scolaire Public Du Grand Nord De L’ontario | Direction d’école | $110,654 | $110,654 |
| 1995 | Beverley Vachon | Superior-Greenstone District School Board | Principal | $110,623 | $110,623 |
| 1996 | Rita Graaskamp | Ottawa Catholic School Board | Principal | $110,377 | $110,715 |
| 1997 | Joan Levert | Peel District School Board | Principal | $110,331 | $110,331 |
| 1998 | Irma Maas | Dufferin-Peel Catholic District School Board | Principal | $110,305 | $111,210 |
| 1999 | Lesia Konyt-Mella | Hamilton Wentworth Catholic District School Board | Principal | $110,132 | $110,770 |
| 2000 | Maureen Mackillop-Dimillo | Ottawa Catholic School Board | Principal | $109,941 | $110,039 |