| 1751 | Jeffrey Zwolak | Hamilton-Wentworth District School Board | Elementary Principal | $127,523 | $127,523 |
| 1752 | Jennifer Burleigh | Hamilton-Wentworth District School Board | Elementary Principal | $127,523 | $127,523 |
| 1753 | Mary Elliott | Hamilton-Wentworth District School Board | Elementary Principal | $127,523 | $127,523 |
| 1754 | Jessica Poff | Renfrew County District School Board | Elementary Principal | $127,517 | $128,388 |
| 1755 | Vivienne Baines | York Region District School Board | Elementary Principal | $127,512 | $127,512 |
| 1756 | Mubina Panju | Hamilton-Wentworth District School Board | Elementary Principal | $127,508 | $127,508 |
| 1757 | Peter Knierim | Kawartha Pine Ridge District School Board | Elementary Principal | $127,500 | $127,500 |
| 1758 | Mark Turner | Upper Grand District School Board | Elementary Principal | $127,456 | $127,546 |
| 1759 | Cheryl Hayles | Halton District School Board | Elementary Principal | $127,445 | $127,685 |
| 1760 | Alexandra Elassal | Kawartha Pine Ridge District School Board | Elementary Principal | $127,437 | $127,437 |
| 1761 | Christopher Greenhough | Waterloo Region District School Board | Principal/Elementary | $127,436 | $127,526 |
| 1762 | Mary Sue Meredith | Waterloo Region District School Board | Principal/Elementary | $127,436 | $127,526 |
| 1763 | Kathryn Hanchiruk | Thames Valley District School Board | Elementary Principal | $127,432 | $127,432 |
| 1764 | Kristine Libera | District School Board Of Niagara | Elementary Principal | $127,430 | $127,430 |
| 1765 | Sarah Van Der Westen | Thames Valley District School Board | Elementary Principal | $127,430 | $127,430 |
| 1766 | Erin Moffat | St. Clair Catholic District School Board | Principal, Elementary | $127,393 | $127,393 |
| 1767 | Melissa Proctor | Halton District School Board | Elementary Principal | $127,372 | $127,612 |
| 1768 | Pina Juresic | Halton District School Board | Elementary Principal | $127,372 | $127,612 |
| 1769 | Trixie Vasilakos | Halton District School Board | Elementary Principal | $127,372 | $127,612 |
| 1770 | Lynda Trudeau | Waterloo Region District School Board | Principal/Elementary | $127,365 | $127,456 |
| 1771 | Jennifer Mclaren-Gibbons | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,360 | $127,360 |
| 1772 | John Pullen | Halton District School Board | Elementary Principal | $127,336 | $127,576 |
| 1773 | Susan Wardell | Nipissing-Parry Sound Catholic District School Board | Elementary Principal | $127,330 | $127,330 |
| 1774 | Leah Pullen | Waterloo Region District School Board | Principal/Elementary | $127,316 | $127,406 |
| 1775 | Heather Pais | London District Catholic School Board | Elementary Principal | $127,292 | $127,292 |
| 1776 | Jim Stamatopoulos | Toronto District School Board | Principal Elementary | $127,289 | $127,289 |
| 1777 | Rachelle Duffus | Kawartha Pine Ridge District School Board | Elementary Principal | $127,281 | $127,281 |
| 1778 | Matthew H Armstrong | Durham District School Board | Elementary Principal | $127,280 | $127,280 |
| 1779 | Sharon D Knights | Durham District School Board | Elementary Principal | $127,280 | $127,280 |
| 1780 | Jayann Young | District School Board Of Niagara | Elementary Principal | $127,276 | $127,276 |
| 1781 | Heather Graham | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1782 | Heidi Pasztor | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1783 | Jennifer Rudyk | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1784 | Joe Ernst | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1785 | Karen Wilkinson | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1786 | Margaret Szoke | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1787 | Orazio Caltagirone | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1788 | Peter Marchand | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1789 | William Acres | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,270 | $127,270 |
| 1790 | Christopher Harding | Simcoe County District School Board | Elementary Principal | $127,266 | $127,266 |
| 1791 | Tricia Mcgovern | Toronto District School Board | Principal Elementary | $127,260 | $127,260 |
| 1792 | Danielle Becks | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,248 | $127,248 |
| 1793 | John Gris | Hamilton-Wentworth District School Board | Elementary Principal | $127,227 | $127,227 |
| 1794 | Vittoria Leone | York Region District School Board | Elementary Principal | $127,219 | $127,219 |
| 1795 | Jodi Gates | District School Board Of Niagara | Elementary Principal | $127,216 | $127,216 |
| 1796 | Marguerite Masterson | Kawartha Pine Ridge District School Board | Elementary Principal | $127,171 | $127,171 |
| 1797 | Darlene Morra | Kawartha Pine Ridge District School Board | Elementary Principal | $127,168 | $127,168 |
| 1798 | Marc Riopel | Kawartha Pine Ridge District School Board | Elementary Principal | $127,168 | $127,168 |
| 1799 | Nicole Lees | Kawartha Pine Ridge District School Board | Elementary Principal | $127,168 | $127,168 |
| 1800 | Robert Pellerin | Kawartha Pine Ridge District School Board | Elementary Principal | $127,168 | $127,168 |
| 1801 | Jennifer Fitzgerald | Kawartha Pine Ridge District School Board | Elementary Principal | $127,168 | $127,168 |
| 1802 | Tabatha Reiner | Upper Grand District School Board | Elementary Principal | $127,167 | $127,258 |
| 1803 | Adrianna Douglas | Kawartha Pine Ridge District School Board | Elementary Principal | $127,159 | $127,159 |
| 1804 | Amy Dahm | Renfrew County District School Board | Elementary Principal | $127,122 | $127,993 |
| 1805 | Aundrea Bright | Upper Canada District School Board | Elementary Principal | $127,121 | $127,121 |
| 1806 | Mark Finochio | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $127,117 | $127,117 |
| 1807 | Jocelyn Auger | Bruce-Grey Catholic District School Board | Elementary Principal | $127,082 | $128,584 |
| 1808 | Sara Vadovic | St. Clair Catholic District School Board | Principal, Elementary | $127,079 | $127,079 |
| 1809 | Timothy Mosser | Greater Essex County District School Board | Principal - Elementary | $127,075 | $127,965 |
| 1810 | Melissa Kamendy | District School Board Of Niagara | Elementary Principal | $127,073 | $127,073 |
| 1811 | Fiona Boon | District School Board Of Niagara | Elementary Principal | $127,064 | $127,064 |
| 1812 | Melissa Mortimer | Simcoe County District School Board | Elementary Principal | $127,056 | $127,056 |
| 1813 | Kelly Gudas | Waterloo Region District School Board | Principal/Elementary | $127,055 | $127,145 |
| 1814 | Kristin Wiley | Upper Canada District School Board | Elementary Principal | $127,028 | $127,028 |
| 1815 | Siobhan Mckee | Simcoe Muskoka Catholic District School Board | Elementary School Principal | $127,026 | $127,113 |
| 1816 | Lynn Kostuch | Kawartha Pine Ridge District School Board | Elementary Principal | $127,011 | $127,011 |
| 1817 | Trevor Wong | Toronto District School Board | Principal Elementary | $126,986 | $126,986 |
| 1818 | Maryam Hasan | Toronto District School Board | Principal Elementary | $126,986 | $126,986 |
| 1819 | Jay Poitras | Halton District School Board | Elementary Principal | $126,980 | $127,220 |
| 1820 | Melissa Brown | Greater Essex County District School Board | Principal - Elementary | $126,976 | $127,066 |
| 1821 | Laura Barr | Thames Valley District School Board | Elementary Principal | $126,967 | $126,967 |
| 1822 | Michelle E Carter | Durham District School Board | Elementary Principal | $126,965 | $126,965 |
| 1823 | Kari Hudson | Toronto District School Board | Principal Elementary | $126,960 | $126,960 |
| 1824 | Lisa Doering | Upper Grand District School Board | Elementary Principal | $126,954 | $127,045 |
| 1825 | Pamela Hamilton | Simcoe County District School Board | Elementary Principal | $126,949 | $126,949 |
| 1826 | Tricia D Frolic | Durham District School Board | Elementary Principal | $126,948 | $126,948 |
| 1827 | Jennifer Jeffries | Simcoe Muskoka Catholic District School Board | Elementary School Principal | $126,946 | $127,033 |
| 1828 | Stephen Case | Simcoe County District School Board | Elementary Principal | $126,937 | $126,937 |
| 1829 | Mary Leonard | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $126,935 | $126,935 |
| 1830 | Natasha Folino | Sudbury Catholic District School Board | Principal Elementary School | $126,924 | $127,524 |
| 1831 | Debbie Strain | Kawartha Pine Ridge District School Board | Elementary Principal | $126,909 | $126,909 |
| 1832 | Jennifer Wittig | District School Board Of Niagara | Elementary Principal | $126,895 | $126,895 |
| 1833 | Jaime Sinnett | District School Board Of Niagara | Elementary Principal | $126,889 | $126,889 |
| 1834 | Annalise Sofia Starr | Halton Catholic District School Board | Principal, Elementary | $126,852 | $126,942 |
| 1835 | Diana Comito | Halton Catholic District School Board | Principal, Elementary | $126,842 | $126,932 |
| 1836 | Kelli Gates | Trillium Lakelands District School Board | Principal - Elementary | $126,835 | $126,955 |
| 1837 | Lee-Ann Smalley | York Region District School Board | Elementary Principal | $126,834 | $126,834 |
| 1838 | Armando Brusco | York Catholic District School Board | Elementary Principal | $126,783 | $126,876 |
| 1839 | Carol-Ann Copps | Toronto Catholic District School Board | Principal - Elementary | $126,756 | $126,846 |
| 1840 | Pasquale Paolitto | Toronto Catholic District School Board | Principal - Elementary | $126,756 | $126,846 |
| 1841 | Chris Haneberry | Halton District School Board | Elementary Principal | $126,755 | $126,995 |
| 1842 | Kelly Freitas | Halton District School Board | Elementary Principal | $126,755 | $126,995 |
| 1843 | Mathew Ruzic | Halton District School Board | Elementary Principal | $126,755 | $126,995 |
| 1844 | Paul Thomson | Halton District School Board | Elementary Principal | $126,755 | $126,995 |
| 1845 | Shashana Hare | Upper Grand District School Board | Elementary Principal | $126,746 | $126,837 |
| 1846 | Ida Mandarino | Toronto Catholic District School Board | Principal - Elementary | $126,684 | $126,774 |
| 1847 | Justin Di Loreto | Wellington Catholic District School Board | Principal Elementary | $126,684 | $127,914 |
| 1848 | Marek Miszkiewicz | Thames Valley District School Board | Elementary Principal | $126,681 | $127,518 |
| 1849 | Gillian Nembhard | Toronto District School Board | Principal Elementary | $126,681 | $126,681 |
| 1850 | Tara Cakebread | Huron-Perth Catholic District School Board | Elementary Principal | $126,664 | $126,755 |
| 1851 | Frank R Samuels | Durham District School Board | Elementary Principal | $126,652 | $126,652 |
| 1852 | Darrell Bax | Simcoe County District School Board | Elementary Principal | $126,637 | $126,637 |
| 1853 | Marie Gigante | Thames Valley District School Board | Elementary Principal | $126,607 | $126,607 |
| 1854 | Eric Barker | Upper Canada District School Board | Elementary Principal | $126,594 | $126,594 |
| 1855 | Robert Norris | Simcoe County District School Board | Elementary Principal | $126,577 | $126,577 |
| 1856 | Megan Clarke | Simcoe Muskoka Catholic District School Board | Elementary School Principal | $126,524 | $126,611 |
| 1857 | Brooke Ostapek | Kawartha Pine Ridge District School Board | Elementary Principal | $126,519 | $126,519 |
| 1858 | Diahne Graham | Kawartha Pine Ridge District School Board | Elementary Principal | $126,513 | $126,513 |
| 1859 | Deborah Taylor | Renfrew County District School Board | Elementary Principal | $126,500 | $127,371 |
| 1860 | Jody Kitson-Roy | Renfrew County District School Board | Elementary Principal | $126,500 | $127,371 |
| 1861 | Mary Jude Gonzalez-Kelley | Renfrew County District School Board | Elementary Principal | $126,500 | $132,437 |
| 1862 | Stephen Griffiths | Renfrew County District School Board | Elementary Principal | $126,500 | $127,371 |
| 1863 | Michael Butler | London District Catholic School Board | Elementary Principal | $126,499 | $130,579 |
| 1864 | Sarah Macphee | Renfrew County District School Board | Elementary Principal | $126,484 | $127,355 |
| 1865 | Urmilla Sawh | Toronto District School Board | Principal Elementary | $126,457 | $126,457 |
| 1866 | Andrew Newcombe | Lambton Kent District School Board | Elementary Principal | $126,451 | $126,451 |
| 1867 | Adam Townsend | Lambton Kent District School Board | Elementary Principal | $126,424 | $126,424 |
| 1868 | Lisa Issenberg | Toronto District School Board | Principal Elementary | $126,374 | $126,374 |
| 1869 | Deborah Zamin | Toronto District School Board | Principal Elementary | $126,374 | $126,374 |
| 1870 | Shawn Gauthier | Toronto District School Board | Principal Elementary | $126,374 | $126,374 |
| 1871 | Gisella Avsec | York Region District School Board | Elementary Principal | $126,374 | $126,374 |
| 1872 | Lynda Watters | Toronto District School Board | Principal Elementary | $126,365 | $126,365 |
| 1873 | David Waito | Trillium Lakelands District School Board | Principal - Elementary | $126,364 | $126,484 |
| 1874 | Liana James | Trillium Lakelands District School Board | Principal - Elementary | $126,364 | $126,484 |
| 1875 | Christina Holroyd | Simcoe County District School Board | Elementary Principal | $126,345 | $126,345 |
| 1876 | Christine Harvey Kerr | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1877 | Brandon Culakovski | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1878 | Nina Pan | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1879 | Kristine Sitwell | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1880 | Sarah Kurita | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1881 | Sherene Sahib | Toronto District School Board | Principal Elementary | $126,345 | $126,345 |
| 1882 | Jennifer Johnston | Kawartha Pine Ridge District School Board | Elementary Principal | $126,326 | $126,326 |
| 1883 | Todd Bishop | Kawartha Pine Ridge District School Board | Elementary Principal | $126,323 | $126,323 |
| 1884 | Kulbir Dhaliwal | Simcoe County District School Board | Elementary Principal | $126,321 | $126,321 |
| 1885 | Jemaine Wallace | Toronto District School Board | Principal Elementary | $126,317 | $126,317 |
| 1886 | Cheryl Boi-Doku | Toronto District School Board | Principal Elementary | $126,310 | $126,310 |
| 1887 | Michael Borgia | Simcoe Muskoka Catholic District School Board | Elementary School Principal | $126,281 | $126,368 |
| 1888 | Shelley Cliche | Renfrew County District School Board | Elementary Principal | $126,276 | $127,147 |
| 1889 | Sean Yao | York Region District School Board | Elementary Principal | $126,258 | $126,258 |
| 1890 | David Dawson | Greater Essex County District School Board | Principal - Elementary | $126,243 | $127,131 |
| 1891 | Kathleen Frederick | Durham Catholic District School Board | Elementary Principal | $126,192 | $127,542 |
| 1892 | Aileen Ross | Simcoe County District School Board | Elementary Principal | $126,187 | $126,187 |
| 1893 | Rachel Pickering | Lambton Kent District School Board | Elementary Principal | $126,155 | $126,155 |
| 1894 | Elizabeth Smith | London District Catholic School Board | Elementary Principal | $126,149 | $132,941 |
| 1895 | Rebecca Bearinger Fay | Waterloo Region District School Board | Principal/Elementary | $126,137 | $126,228 |
| 1896 | Elizabeth Albrecht-Bisset | Toronto District School Board | Principal Elementary | $126,134 | $126,134 |
| 1897 | Richard Meraska | Simcoe County District School Board | Elementary Principal | $126,131 | $126,131 |
| 1898 | Adele King | London District Catholic School Board | Elementary Principal | $126,130 | $131,170 |
| 1899 | Cindy Mcneice | Simcoe County District School Board | Elementary Principal | $126,095 | $126,095 |
| 1900 | Elisabeth Kaufmann | Thames Valley District School Board | Elementary Principal | $126,082 | $126,429 |
| 1901 | Michelle Nagy | Wellington Catholic District School Board | Principal Elementary | $126,068 | $126,158 |
| 1902 | Kimberley Cation | Halton District School Board | Elementary Principal | $126,035 | $126,275 |
| 1903 | Erin Bedard | Halton District School Board | Elementary Principal | $126,031 | $126,271 |
| 1904 | Nichola Bond | Upper Canada District School Board | Elementary Principal | $126,020 | $126,020 |
| 1905 | Sarika Henry | Kawartha Pine Ridge District School Board | Elementary Principal | $126,019 | $126,019 |
| 1906 | Amanda Pegg | Toronto District School Board | Principal Elementary | $126,003 | $126,003 |
| 1907 | Matthew Carswell | Lambton Kent District School Board | Elementary Principal | $125,999 | $125,999 |
| 1908 | Bryan Beers | Kawartha Pine Ridge District School Board | Elementary Principal | $125,997 | $125,997 |
| 1909 | Hayley Aiken | Durham District School Board | Elementary Principal | $125,995 | $125,995 |
| 1910 | Rebecca Padgett | Kawartha Pine Ridge District School Board | Elementary Principal | $125,994 | $125,994 |
| 1911 | Sanaa Soussan | Kawartha Pine Ridge District School Board | Elementary Principal | $125,994 | $125,994 |
| 1912 | Martha Harp-Mcmurray | Kawartha Pine Ridge District School Board | Elementary Principal | $125,979 | $125,979 |
| 1913 | Heather Rocca | Simcoe County District School Board | Elementary Principal | $125,930 | $125,930 |
| 1914 | Sherry Del Mastro | Hamilton-Wentworth District School Board | Elementary Principal | $125,919 | $125,919 |
| 1915 | Norva Blackwood-Fuller | Toronto District School Board | Principal Elementary | $125,863 | $125,863 |
| 1916 | Michelle Koop | Thames Valley District School Board | Elementary Principal | $125,854 | $125,854 |
| 1917 | Beth Woodland | Thames Valley District School Board | Elementary Principal | $125,854 | $127,054 |
| 1918 | Lynne Ross | Thames Valley District School Board | Elementary Principal | $125,854 | $126,554 |
| 1919 | Thomas Muth | Thames Valley District School Board | Elementary Principal | $125,854 | $127,041 |
| 1920 | Gemma Zelmanovits | Limestone District School Board | Principal Elementary School | $125,812 | $125,812 |
| 1921 | Sean Finn | Waterloo Region District School Board | Principal/Elementary | $125,807 | $125,897 |
| 1922 | Meghan Reis | Waterloo Region District School Board | Principal/Elementary | $125,807 | $125,897 |
| 1923 | Richard Dowling | Waterloo Region District School Board | Principal/Elementary | $125,807 | $125,897 |
| 1924 | Jill Strome | Waterloo Region District School Board | Principal/Elementary | $125,801 | $125,891 |
| 1925 | Heidi Mannhardt-Zender | Waterloo Region District School Board | Principal/Elementary | $125,801 | $125,891 |
| 1926 | Pamela Mustin | Waterloo Region District School Board | Principal/Elementary | $125,801 | $125,891 |
| 1927 | Matthew Cain | Waterloo Region District School Board | Principal/Elementary | $125,801 | $125,891 |
| 1928 | Alessandra Di Bartolomeo | Toronto District School Board | Principal Elementary | $125,783 | $125,783 |
| 1929 | Kerri Chartrand | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $125,745 | $125,745 |
| 1930 | Kimberley Spencer Dakin | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $125,745 | $125,745 |
| 1931 | Lucas Boluk | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $125,745 | $125,745 |
| 1932 | Susan Defreyne | Brant Haldimand Norfolk Catholic District School Board | Elementary Principal | $125,745 | $125,745 |
| 1933 | Wendy Cumming | Bluewater District School Board | Elementary Principal | $125,734 | $125,823 |
| 1934 | Frank Letsos | Thames Valley District School Board | Elementary Principal | $125,724 | $126,899 |
| 1935 | Karen Thomas | Toronto District School Board | Principal Elementary | $125,651 | $125,651 |
| 1936 | Michelle Bottos | Toronto Catholic District School Board | Principal - Elementary | $125,642 | $125,733 |
| 1937 | Sara Macneill | Waterloo Region District School Board | Principal/Elementary | $125,637 | $125,728 |
| 1938 | Elizabeth Aiello | Toronto District School Board | Principal Elementary | $125,533 | $125,533 |
| 1939 | Danny Gallucci | Toronto District School Board | Principal Elementary | $125,533 | $125,533 |
| 1940 | Linda Tasevski | Toronto District School Board | Principal Elementary | $125,533 | $125,533 |
| 1941 | Christine Pouliot | Toronto District School Board | Principal Elementary | $125,533 | $125,533 |
| 1942 | Michael Masellis | Toronto District School Board | Principal Elementary | $125,522 | $125,522 |
| 1943 | Kelly Winney | Greater Essex County District School Board | Principal - Elementary | $125,502 | $126,393 |
| 1944 | Elizabeth Torok | Durham Catholic District School Board | Elementary Principal | $125,485 | $126,835 |
| 1945 | Jean Paquin | Limestone District School Board | Principal Elementary School | $125,471 | $125,471 |
| 1946 | Dorlise Fox | Thames Valley District School Board | Elementary Principal | $125,459 | $126,145 |
| 1947 | Tracy Walsh | Hamilton-Wentworth District School Board | Elementary Principal | $125,459 | $125,459 |
| 1948 | Carla Anderson | Upper Grand District School Board | Elementary Principal | $125,442 | $125,532 |
| 1949 | Janos Szonyi | Toronto District School Board | Principal Elementary | $125,442 | $125,442 |
| 1950 | Sherron Grant | Toronto District School Board | Principal Elementary | $125,413 | $125,413 |
| 1951 | Maria Ginis | Toronto District School Board | Principal Elementary | $125,404 | $125,404 |
| 1952 | Jacqueline Sandham | Thames Valley District School Board | Elementary Principal | $125,367 | $126,305 |
| 1953 | Stefania Accardi | Durham Catholic District School Board | Elementary Principal | $125,363 | $126,713 |
| 1954 | Michelle Radauskas | Thames Valley District School Board | Elementary Principal | $125,354 | $126,054 |
| 1955 | Mimma Quinto | Simcoe Muskoka Catholic District School Board | Elementary School Principal | $125,304 | $125,390 |
| 1956 | Terri Trimble | Hamilton-Wentworth District School Board | Elementary Principal | $125,289 | $125,289 |
| 1957 | Tanya Mcnab | Renfrew County District School Board | Elementary Principal | $125,284 | $126,155 |
| 1958 | Anne George | Renfrew County District School Board | Elementary Principal | $125,283 | $126,153 |
| 1959 | Shauna Small | Toronto District School Board | Principal Elementary | $125,240 | $125,240 |
| 1960 | Anji Hickey-Gillespie | Toronto District School Board | Principal Elementary | $125,240 | $125,240 |
| 1961 | Heather Mcfarland | Lambton Kent District School Board | Elementary Principal | $125,159 | $125,159 |
| 1962 | Kathryn Brown | Waterloo Region District School Board | Principal/Elementary | $125,127 | $125,217 |
| 1963 | Ryan Day | Waterloo Region District School Board | Principal/Elementary | $125,114 | $125,205 |
| 1964 | Taryn Dowsling | Waterloo Region District School Board | Principal/Elementary | $125,114 | $125,205 |
| 1965 | Jenni-Rebecca Baer | Waterloo Region District School Board | Principal/Elementary | $125,108 | $125,198 |
| 1966 | Julie Jackson Sinclair | Waterloo Region District School Board | Principal/Elementary | $125,108 | $125,198 |
| 1967 | Kimberly Freeman | Waterloo Region District School Board | Principal/Elementary | $125,108 | $125,198 |
| 1968 | Paula Trudell Gregory | London District Catholic School Board | Elementary Principal | $125,106 | $127,043 |
| 1969 | Nancy Tsang | York Region District School Board | Elementary Principal | $125,085 | $125,085 |
| 1970 | Kristin Theriault | District School Board Of Niagara | Elementary Principal | $125,055 | $125,055 |
| 1971 | Tracy Scott | Waterloo Region District School Board | Principal/Elementary | $125,030 | $125,121 |
| 1972 | Nancy Kucic | Hamilton-Wentworth District School Board | Elementary Principal | $124,961 | $124,961 |
| 1973 | Caitlin Evans | Hamilton-Wentworth District School Board | Elementary Principal | $124,954 | $124,954 |
| 1974 | Annette Marentette | London District Catholic School Board | Elementary Principal | $124,908 | $124,908 |
| 1975 | Jennifer Miscas | Hamilton-Wentworth District School Board | Elementary Principal | $124,888 | $124,888 |
| 1976 | Karen Francis | Hamilton-Wentworth District School Board | Elementary Principal | $124,879 | $124,879 |
| 1977 | James Dobson | Simcoe County District School Board | Elementary Principal | $124,875 | $124,875 |
| 1978 | Sandra Neudorf | Greater Essex County District School Board | Principal - Elementary | $124,846 | $124,937 |
| 1979 | Julie Pollock-Iwachniuk | Upper Canada District School Board | Elementary Principal | $124,846 | $124,846 |
| 1980 | Dyana Squire | Thames Valley District School Board | Elementary Principal | $124,845 | $124,845 |
| 1981 | Julie-Ann Baxter | Halton District School Board | Elementary Principal | $124,824 | $125,064 |
| 1982 | Kara Veld | District School Board Of Niagara | Elementary Principal | $124,818 | $124,818 |
| 1983 | Christina Delaire | Simcoe County District School Board | Elementary Principal | $124,809 | $124,809 |
| 1984 | Chien-Ming Huang | York Region District School Board | Elementary Principal | $124,806 | $124,806 |
| 1985 | Julianne Charette | Peterborough Victoria Northumberland And Clarington Catholic District School Board | Elementary Principal | $124,797 | $124,888 |
| 1986 | Ken Leang | York Region District School Board | Elementary Principal | $124,787 | $124,787 |
| 1987 | Lindsey Tremblay | Upper Grand District School Board | Elementary Principal | $124,779 | $124,870 |
| 1988 | Lisa Maclennan | Halton Catholic District School Board | Principal, Elementary | $124,779 | $124,869 |
| 1989 | Vanessa Aquilina | Toronto Catholic District School Board | Principal - Elementary | $124,742 | $124,833 |
| 1990 | Barbara Davies | Trillium Lakelands District School Board | Principal - Elementary | $124,670 | $124,790 |
| 1991 | Jill Woytko | Upper Grand District School Board | Elementary Principal | $124,661 | $124,751 |
| 1992 | Stefanie Palmer | Wellington Catholic District School Board | Principal Elementary | $124,646 | $125,617 |
| 1993 | Christina Prete | Toronto Catholic District School Board | Principal - Elementary | $124,645 | $124,736 |
| 1994 | Conor Mcternan | Toronto Catholic District School Board | Principal - Elementary | $124,645 | $124,736 |
| 1995 | Enrica Della Mea | Toronto Catholic District School Board | Principal - Elementary | $124,645 | $124,736 |
| 1996 | Elever Baker | Toronto District School Board | Principal Elementary | $124,630 | $124,630 |
| 1997 | Jacqueline Puri | Toronto Catholic District School Board | Principal - Elementary | $124,628 | $124,719 |
| 1998 | Giovanna Muscarella-Luciano | Toronto Catholic District School Board | Principal - Elementary | $124,626 | $124,716 |
| 1999 | Molly Slate | Limestone District School Board | Principal Elementary School | $124,606 | $124,606 |
| 2000 | Dawn Diamond | Limestone District School Board | Principal Elementary School | $124,569 | $124,569 |