Chesterfield Insurance Services Salary

As of October 2026, the average annual salary for employees at Chesterfield Insurance Services in the United States is $86,919. This translates to an approximate hourly wage of $42. Salaries at Chesterfield Insurance Services typically range from $76,452 to $98,520 annually, reflecting the diverse roles and experience levels within the company.

How Much Does Chesterfield Insurance Services Pay for Different Roles?

Explore detailed salary information for specific jobs at Chesterfield Insurance Services. Based on our data, the highest paying job is the Human Resources Director - Virtual, with an annual salary of $188,834. The table below outlines the annual salary ranges for most popular roles within the company.

Full Time IT Project Coordinator (2220m)

$60,272 / year

Salary Range: $52,965 - $68,350

Special Events

FT Family Law Paralegal Buckhead (2218)

$94,236 / year

Salary Range: $84,938 - $104,490

Legal

FT Project Coordinator (2220)

$111,722 / year

Salary Range: $95,413 - $126,138

Human Resources

FT - Family Law Paralegal Marietta (2219)

$89,988 / year

Salary Range: $80,932 - $100,162

Legal

FT Administrative Assistant/Research Assistant - Perimeter Area (2202)

$66,604 / year

Salary Range: $59,838 - $74,153

Administrative Assistant IV

FT Office Manager (2214)

$94,664 / year

Salary Range: $82,057 - $105,947

Management

Turn Insight into Opportunity: Current Job Openings

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About Chesterfield Insurance Services: Company Profile

Website
www.chesterfield-ins.com
Founded In
Data pending, update soon.
Employees
100 - 200 employees
Industry
Business Services
Headquarter Location
CHICAGO
Revenue
$10 Million - $50 Million
Phone Number
-
Social Media

Employee Reviews: Insights on Salary, Culture & Work-Life

Gain authentic perspectives from current and former employees. These anonymous reviews offer invaluable insights into Chesterfield Insurance Services's culture, work-life balance, management, and employee sentiment regarding salary satisfaction, bonus payouts, and benefits.
Open communication, flexible hours, and team support make this an ideal place to work. Management encourages feedback and continuous improvement. The culture is open and inclusive, which creates a strong sense of team and belonging. Benefits are solid, and there are regular opportunities for development and advancement. Projects run on time, and team members are cordial.
The company does care about its people, but sometimes struggles with implementation. Clear communication and good atmosphere. The organization excels in fostering a collaborative and inclusive environment. Training quality depends on location and role. Client satisfaction is a huge priority, and it's fulfilling to be part of a team that delivers high-quality services. The environment encourages le...
Hiring and promotion practices are designed to eliminate bias, and unconscious bias training is mandatory for all managers. Training programs are thorough, and leadership recognizes and rewards dedication and performance regularly. It’s a supportive and friendly atmosphere that makes coming to work a pleasure.
Colleagues are supportive, and performance is recognized through both peer and management programs. We’ve seen measurable improvements since partnering with them. Great leadership, collaborative culture, and exciting client projects.

Is Chesterfield Insurance Services’s Pay Competitive? Salary Benchmarking Analysis

How does Chesterfield Insurance Services's compensation stack up against the industry and its key competitors? Our salary benchmarking analysis provides a clear comparison. The chart below visualizes this comparison alongside select peer companies.
Competitor / Benchmark Avg. Salary Variance Primary Market Influence Factor & Explanation
CHRISTIANSBURGINSURANCE $75,112
-13.6%
CHRISTIANSBURGINSURANCE focuses strategically on recruiting and training entry-level apprentices.
CHAMPION INSURANCE GROUP $79,380
-8.7%
CHAMPION INSURANCE GROUP may offer non-monetary perks in lieu of competitive base salaries.
CCRC ACTUARIES $84,256
-3.1%
Normalized for lower cost-of-living zones where CCRC ACTUARIES primarily operates.
COUNTRYWAY $81,256
-6.5%
Typical compensation structure for smaller regional agencies like COUNTRYWAY.
Business Services Industry $120,931
+39.1%
Pay variances are driven by organizational scale, specialized skill requirements, or geographic cost-of-living factors.
Need More Granular Data? The analysis above provides a high-level market overview. To benchmark specific job codes, adjust for real-time cost-of-living changes, or access verified HR-reported datasets, upgrade to Salary.com for Business. Precision matters when building your compensation strategy.

What Is the Cost of Living Near Chicago?

Understanding the cost of living near Chicago is key to truly evaluating a salary offer or your current compensation at Chesterfield Insurance Services.
Chicago's Cost of Living Index is approximately 106.9 (6.9% more expensive than US average; 14.0% more than IL average). Major US city, housing varies greatly by neighborhood but can be high, extensive CTA transit. When planning your budget based on a salary from Chesterfield Insurance Services, consider these typical monthly expenses:
Expense Category Estimated Monthly Cost Key Considerations / Notes
Housing (1-BR Apt Rent) $1,700 - $2,600+ A significant portion of Chesterfield Insurance Services salary. Location choices impact this heavily.
Utilities (Basic) $140 - $230 Electricity, Heating, Cooling, Water etc.
Public Transportation $105 (CTA 30-day pass) Essential for most commuters; car ownership is costly.
Groceries (Single Person) $430 - $640 Can be higher with more dining out or specialty stores.
Personal & Leisure $450 - $800+ Dining out, entertainment, shopping. Highly variable.
Healthcare (Individual) $400 - $750+ Varies significantly by plan & employer contribution.
Subtotal (Excluding Taxes) $3,225 - $5,025+ This subtotal does not include income taxes (federal, state, local), which can significantly impact your take-home pay.

Most Common Questions About Chesterfield Insurance Services

FAQ 1: What is the estimated average total compensation at Chesterfield Insurance Services?
Salary.com estimates that the average total compensation package at Chesterfield Insurance Services, which can include base salary, potential bonuses, and benefits, is around $86,919 annually . Total compensation provides a more holistic view of an employee's earnings.
FAQ 2: How much does Chesterfield Insurance Services pay compared to CHRISTIANSBURGINSURANCE?
The average annual salary at Chesterfield Insurance Services is $86,919, or an hourly wage of $42, in comparison to CHRISTIANSBURGINSURANCE which pays $75,111 per year or $36 per hour.
FAQ 3: What's the typical salary progression for an employee moving from an entry-level to a senior role at Chesterfield Insurance Services?
Salary progression from an entry-level to a senior role at Chesterfield Insurance Services can be significant, often involving several promotions and substantial pay increases. For example, an entry-level Analyst might see their salary potentially double or more as they progress to a Senior Manager or Director position over several years, assuming strong performance and development.
FAQ 4: How can I determine if a salary offer from Chesterfield Insurance Services in Chicago is fair given the local cost of living?
To determine if a salary offer from Chesterfield Insurance Services in Chicago is fair, first compare the gross salary to our data for similar roles at Chesterfield Insurance Services and its competitors (see our similar company salaries section) . Then, critically, use our "Cost of Living Insights for Chicago" to understand its purchasing power.
FAQ 5: Are promotions at Chesterfield Insurance Services usually accompanied by a significant salary increase?
Yes, promotions at Chesterfield Insurance Services are generally accompanied by a salary increase. The amount of the increase typically reflects the greater responsibilities, skills, and scope of the new role. The percentage increase can vary widely depending on the level of promotion and the company's compensation structure.