How many employees work at Stillwater Insurance?

Stillwater Insurance Group (DSG) has approximately 309 total employees worldwide as of March 2026, according to Revelio Labs workforce intelligence data. Stillwater Insurance’s total headcount has declined 16.0% from 368 employees in 2023 to 309 in 2026.

Data source: Revelio LabsCoverage: Global workforce, 20232026Published August 2026

Is Stillwater Insurance hiring right now?

Yes, Stillwater Insurance is actively hiring. Stillwater Insurance had 12 active job postings in 2026, a 73.7% decline from 2025 see job openings & hiring trends.

About Stillwater Insurance’s Workforce

Stillwater Insurance Group (DSG) is a Financial Services company that employs 309 people worldwide as of March 2026. It is the 11th-largest by headcount among its peers. Founded in 2000, the company is headquartered in Jacksonville, Florida.

Stillwater Insurance's workforce has declined 16.0% from 2023 to 2026, though it is up 0.3% year over year in 2026. It fell to a low of 301 in 2025 Q1 before recovering. Its workforce is concentrated most in North America (98.8%), followed by South Asia (1.2%).

Stillwater Insurance's functional groups are Finance and Operations (55.9%), Engineering (32.7%), and Sales and Marketing (11.3%), with Finance and Operations growing fastest (up 3.0%). The average salary is $89,525, highest in North America at a median of $85,000, up 2.2% year over year in 2026.

Stillwater Insurance's active job postings fell 73.7% in 2026 to 12, with new postings per month cooling from 9 in 2023 to 8 in 2026. Overall employee sentiment is negative and declining.

Sourced from Revelio Labs workforce data.

Headquarters
Jacksonville, Florida
Founded
2000
Industry
Financial Services
Employees
309
YoY
+0.3% (+8)

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Stillwater Insurance Annual Employee Count (2023-2026)

Interactive chart of Stillwater Insurance annual worldwide employee count from 2023 to 2026.
  • Stillwater Insurance had 309 employees in 2026, a 0.3% increase (+8) from 2025.
  • Stillwater Insurance had 309 employees in 2025, a 1.0% decline (-1) from 2024.
  • Stillwater Insurance had 310 employees in 2024, a 3.7% decline (-30) from 2023.
  • Stillwater Insurance had 340 employees in 2023, a 3.9% decline (-30) from 2022.

Stillwater Insurance's total workforce has grown from 301 employees in 2025 to 309 in 2026. Stillwater Insurance's headcount peaked at 368 in 2023 before declining in 2025 and recovering through 2026.

Stillwater Insurance Group (DSG) quarterly employee count

YearQtrEmployeesYoY ChangeYoY %
2026Q1309+8+0.3%
2025Q4309-1-1.0%
2025Q3315+1-0.7%
2025Q2302-12-0.6%
2025Q1301-26-4.4%
2024Q4310-30-3.7%
2024Q3314-37-4.2%
2024Q2314-54-8.6%
2024Q1327-43-4.5%
2023Q4340-30-3.9%
2023Q3351-9-2.3%
2023Q2368+8+0.3%

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Stillwater Insurance Employee Count by Region (2026)

North America accounts for the largest share of Stillwater Insurance's global workforce with approximately 99% of total employees, followed by South Asia.

Stillwater Insurance employees by region

RegionEmployees% of Total
North America30398.8%
South Asia41.2%

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Stillwater Insurance Employee Count by Department (2026)

Stillwater Insurance's employee groups are Finance and Operations (55.9%), Engineering (32.7%), and Sales and Marketing (11.3%).

Stillwater Insurance employees by department

DepartmentEmployees% of Total
Finance and Operations17355.9%
Engineering10132.7%
Sales and Marketing3511.3%

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Stillwater Insurance Employee Salary by Region (2026)

Stillwater Insurance's average employee salary is $89,525 globally. Employees in North America receive the highest compensation.

Stillwater Insurance median employee salary by region (USD)

RegionMedian Salary
North America$85,000

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Stillwater Insurance Job Openings and Hiring Trends (2023-2026)

Interactive chart of Stillwater Insurance annual active job postings from 2023 to 2026.
  • Stillwater Insurance had 12 active job postings in 2026, a 73.7% decline (-10) from 2025.
  • Stillwater Insurance had 22 active job postings in 2025, a 9.5% increase (+2) from 2024.
  • Stillwater Insurance had 20 active job postings in 2024, a 58.1% increase (+9) from 2023.
  • Stillwater Insurance had 11 active job postings in 2023, a 62.5% decline from 2022.
  • Hiring velocity in 2026: 8 new roles/month, down from 16 in 2025 and 10 in 2024.

Stillwater Insurance's hiring is slowing: active job postings fell 73.7% in 2026 to 12, with new postings per month cooling from 9 in 2023 to 8 in 2026.

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Stillwater Insurance Employee Sentiment (2026)

Revelio Labs tracks employee sentiment across Stillwater Insurance's workforce based on public professional data. Overall sentiment is negative and has declined year over year in 2026.

Overall

NegativePositive

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Frequently Asked Questions About Stillwater Insurance

How fast is Stillwater Insurance growing?
In 2026, Stillwater Insurance's headcount grew 0.3% to 309 employees, up from 301 in 2025.
See the full headcount history
Where are Stillwater Insurance employees located?
Most Stillwater Insurance employees are based in North America (98.8% of headcount), followed by South Asia.
Explore where the workforce is based
What is the average salary at Stillwater Insurance?
The average employee salary at Stillwater Insurance is approximately $89.5k per year.
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How many new job postings does Stillwater Insurance open per year?
In Q1 2026, Stillwater Insurance opened 23 new job postings. In 2025, Stillwater Insurance opened 196 new job postings — about 16 per month.
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When was Stillwater Insurance founded and where is it headquartered?
Stillwater Insurance was founded in 2000 and is headquartered in Jacksonville, Florida.
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