| 1 | Valerie Allen | Upper Canada District School Board | Superintendent of Schools | $170,937 | $171,327 |
| 2 | Tim Mills | Upper Canada District School Board | Superintendent of Schools | $170,937 | $171,327 |
| 3 | Deirdre Thomas | Peterborough Victoria Northumberland & Clarington Catholic DSB | Superintendent , Schools | $168,784 | $170,428 |
| 4 | Dianne Hawkins | York Region District School Board | Superintendent Of Schools | $166,613 | $166,974 |
| 5 | Allan Hoyle | York Region District School Board | Superintendent Of Schools | $166,613 | $166,974 |
| 6 | Sandra Leigh | District School Board Ontario North East | Superintendent Of Schools | $164,953 | $169,315 |
| 7 | Jo-Anne Plaunt | District School Board Ontario North East | Superintendent Of Schools | $164,706 | $166,301 |
| 8 | Steven Reid | York Region District School Board | Superintendent Of Schools | $163,585 | $163,946 |
| 9 | David Coombs | Upper Canada District School Board | Superintendent of Schools | $162,540 | $162,912 |
| 10 | Susan Edwards | Upper Canada District School Board | Superintendent of Schools | $162,540 | $162,912 |
| 11 | Joan Carragher | Peterborough Victoria Northumberland & Clarington Catholic DSB | Superintendent , Schools | $159,475 | $161,743 |
| 12 | Katherine Witherow | York Region District School Board | Superintendent Of Schools | $158,588 | $158,930 |
| 13 | Rashmi Swarup | York Region District School Board | Superintendent Of Schools | $158,588 | $158,930 |
| 14 | Christos Sarellas | York Region District School Board | Superintendent Of Schools | $155,336 | $155,671 |
| 15 | Clayton La Touche | York Region District School Board | Superintendent Of Schools | $154,723 | $155,057 |
| 16 | Daniel Wu | York Region District School Board | Superintendent Of Schools | $154,723 | $155,057 |
| 17 | Drew Mcnaughton | York Region District School Board | Superintendent Of Schools | $153,909 | $154,226 |
| 18 | Erik Khilji | York Region District School Board | Superintendent Of Schools | $153,223 | $153,539 |
| 19 | Paul Carew | York Region District School Board | Superintendent Of Schools | $151,911 | $152,245 |
| 20 | Rebecca Green | York Region District School Board | Superintendent Of Schools | $151,911 | $152,245 |
| 21 | Rita Russo | York Region District School Board | Superintendent Of Schools | $151,911 | $152,245 |
| 22 | Lisa Walsh | York Region District School Board | Superintendent Of Schools | $151,911 | $152,245 |
| 23 | Steven Pladzyk | District School Board Ontario North East | Superintendent Of Schools | $150,862 | $152,428 |
| 24 | Timothy Moloney | Peterborough Victoria Northumberland & Clarington Catholic DSB | Superintendent , Schools | $149,788 | $152,014 |
| 25 | Dawn Michie | Peterborough Victoria Northumberland & Clarington Catholic DSB | Superintendent , Schools | $149,706 | $151,933 |