City of Windsor

Also filed as Corporation of the City of Windsor (1996).

Ontario Sunshine List 2025 · 1,219 employees earning $100K+

Municipalities & Services

At a Glance
2025

Employee Count

1,219

2025 Sunshine List

Total Compensation

$167.8M

Salaries + taxable benefits

Average Salary

$136,859

2025 Sunshine List

Median Salary

$132,944

Half earn more, half less

Who makes the most at City of Windsor in 2025?

Raymond Mensour, Chief Administrative Officer, was paid $345,091 in 2025 — the highest total compensation among 1,219 City of Windsor employees on the Sunshine List; the median salary there was $132,944.

How has City of Windsor's Sunshine List changed?

City of Windsor listed 6 people in 1996 and 1,219 in 2025 — 203× as many; payroll on the list went from $663K to $167.8M, and the median salary moved from $106,292 to $132,944.

How many City of Windsor employees earn over $150,000? →

Salary Trend

Median salary by yearLine chart of 30 yearly values of median salary, from $106,292 in 1996 to $132,944 in 2025.$100K$110K$120K$130K$140K199620022008201320192025
Median salary, 1996–2025. Axis starts at $100,000, the Sunshine List disclosure threshold. That threshold has never been indexed to inflation, so this line can fall over time simply because more people newly cross it — not necessarily because pay fell.

Top Employees
2025

#1Raymond Mensour
$345,091
Chief Administrative Officer
#2Jelena Payne
$293,630
Deputy Chief Administrative Officer Commissioner Economic Development
#3Andrew Daher
$293,143
Commissioner Corporate Services
#4Janice Guthrie
$283,046
Commissioner Finance and City Treasurer
#5Jason Bellaire
$282,565
Police Chief
#6David Simpson
$261,489
Commissioner Infrastructure Services
#7Dana Paladino
$259,518
Commissioner Human and Health Services Corporate Leader
#8Joseph Mancina
$248,905
Chief Administrative Officer
#9Jason Crowley
$246,121
Police Chief
#10Karel Degraaf
$242,624
Deputy Police Chief
#11Michael Chantler
$239,728
Commissioner Community Services
#12Paolo Dicarlo
$236,890
Superintendent
#13Alina Sirbu
$234,235
Executive Director Long Term Care / Administration
#14John Revell
$230,389
Chief Building Official
#15Gary Francoeur
$229,149
Director Corporate Communications
#16Andrew Dilkens
$228,843
Mayor
#17James Chacko
$228,643
Executive Director Transit Windsor
#18Sebastian Pirrone
$228,634
Director Corporate Security
#19James Waffle
$227,420
Fire Chief
#20Dawn Hill
$226,187
Director Information Services
#21Laura Smith
$226,187
Director Emergency 911 Centre
#22Barry Horrobin
$226,153
Director Planning and Physical
#23Robert Wilson
$225,798
Inspector
#24Matt Caplin
$225,581
Director of Technology Services
#25Jill Lawrence
$225,346
Superintendent

See all 1,219 employees in 2025 →

Download CSV (2025) →Released by the Government of Ontario under the Public Sector Salary Disclosure Act, 1996. Compiled by SunshineList.

Biggest Year-over-Year Increases
2024 → 2025

Raymond Mensour at City Of Windsor had the largest increase in disclosed pay on the 2025 Sunshine List: $238,209 to $333,505, up 40.0%.

Raymond Mensour+40.0%
Chief Administrative Officer
$238,209 → $333,505
Sebastian Pirrone+60.8%
Director Corporate Security
$141,177 → $226,979
Michael Chantler+37.8%
Commissioner Community Services
$170,465 → $234,960
Gordon Orr+37.2%
Chief Executive Officer of Tourism Windsor Essex Pelee Island
$157,137 → $215,518
Brandon Calleja+43.5%
Senior Manager Deputy Chief Building Official Permits
$134,010 → $192,261

A year-over-year increase or decrease in disclosed pay can include overtime, a retroactive payment, a vacation payout or severance, not only a change in base pay, rate, or role — the Sunshine List discloses total salary paid that year, not a pay rate. This list is ranked by the dollar increase, not by the percentage shown.

153 people were new to City of Windsor's list in 2025; 150 who were on it in 2024 were not. See the full 2025 roster →

See all pay increases at City of Windsor →

By Year
full lists

Top Positions
2025 · 5 or more people