Chesapeake Insurance Group Salary

As of August 2026, the average hourly salary for employees at Chesapeake Insurance Group in the United States is $49. This translates to an approximate annual wage of $101,567. Salaries at Chesapeake Insurance Group typically range from $43 to $55 hourly, reflecting the diverse roles and experience levels within the company.
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Is Chesapeake Insurance Group’s Pay Competitive? Salary Benchmarking Analysis

How does Chesapeake Insurance Group'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
RCI Insurance Group $41
-15.9%
Reflects market rates for standard general contracting, differing from specialized roles.
Carnaghan Thorne Insurance Group Inc $46
-5.3%
Typical compensation structure for smaller regional agencies like Carnaghan Thorne Insurance Group Inc.
1Source Insurance Group $42
-14.2%
1Source Insurance Group focuses strategically on recruiting and training entry-level apprentices.
Group W Insurance Inc $42
-14.7%
Normalized for lower cost-of-living zones where Group W Insurance Inc primarily operates.
Insurance Industry $60
+21.9%
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.

Employee Reviews: Working at Chesapeake Insurance Group

Considering a career at Chesapeake Insurance Group? Explore authentic employee reviews to learn about the work environment, career growth opportunities, pay transparency and benefits. These first-hand insights can help you set realistic compensation expectations and make informed career decisions.
Benefits meet industry standards, and workloads are manageable. The work-life balance is respected, and the office environment is collaborative. The company also prioritizes diversity and inclusion, creating a welcoming atmosphere. Working here has been a great experience.
Training programs are available, though more advanced courses would be a plus. The company culture is inclusive, and everyone’s efforts are recognized. The culture promotes innovation, and employees are encouraged to share ideas. This company is an excellent place to build a career in insurance. The company provides a stable work environment with clear expectations. Working here has been fulfillin...
A great place for those looking to advance in the insurance sector. I’ve enjoyed my time here due to the positive culture and professional growth opportunities. Compensation is market-appropriate, though not groundbreaking. I appreciate the emphasis on work-life balance here. Leadership is transparent, and the team is collaborative.
The insurance industry can be demanding, but the leadership team ensures we have the tools and support needed to succeed. The team is collaborative, and everyone is willing to help when needed. Leadership encourages innovation, and employees feel valued. The office environment is professional, with modern facilities. The company provides a structured and professional work setting.

Chesapeake Insurance Group Overview

Website
Data pending, update soon.
Founded In
Data pending, update soon.
Employees
25 - 50 employees
Industry
Insurance
Headquarter Address
151 West St Annapolis 21114
Revenue
$10 Million - $50 Million
Phone Number
+1 8009543335
Social Media
About Chesapeake Insurance Group
Chesapeake Insurance Group is a company that operates in the Insurance industry. It employs 21-50 people and has $10M-$25M of revenue. The company is headquartered in Annapolis.

What Benefits Does Chesapeake Insurance Group Offer Beyond Salary?

A competitive compensation package is more than just a salary. Chesapeake Insurance Group offers a comprehensive benefits package designed to support your health, financial future, and overall well-being. Below are the most common key benefits:
Social Security
401(K)
Disability
Healthcare
Pension
Time Off (days)
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What Is the Cost of Living Near Baltimore?

Understanding the cost of living near Baltimore is key to truly evaluating a salary offer or your current compensation at Chesapeake Insurance Group.
Baltimore's Cost of Living Index is approximately 91.8 (8.2% less expensive than US average; 18.8% less than MD average). Major city, historic, affordable housing in many areas, but varies greatly by neighborhood. MTA bus/Light Rail/Metro Subway. When planning your budget based on a salary from Chesapeake Insurance Group, consider these typical monthly expenses:
Expense Category Estimated Monthly Cost Key Considerations / Notes
Housing (1-BR Apt Rent) $1,200 - $1,900+ A significant portion of Chesapeake Insurance Group salary. Location choices impact this heavily.
Utilities (Basic) $150 - $250 Electricity, Heating, Cooling, Water etc.
Public Transportation $77 (MTA CharmCard 31-day pass) Essential for most commuters; car ownership is costly.
Groceries (Single Person) $420 - $620 Can be higher with more dining out or specialty stores.
Personal & Leisure $400 - $750+ Dining out, entertainment, shopping. Highly variable.
Healthcare (Individual) $380 - $700+ Varies significantly by plan & employer contribution.
Subtotal (Excluding Taxes) $2,627 - $4,227+ This subtotal does not include income taxes (federal, state, local), which can significantly impact your take-home pay.

FAQs of Chesapeake Insurance Group

1. How much does Chesapeake Insurance Group in the United States pay?

Chesapeake Insurance Group pays its employees an average of $49 per hour. The average salary at Chesapeake Insurance Group range from $43 to $55 per hour. It's important to remember that these are overall averages, actual salaries vary significantly based on specific job titles, years of experience, skills and location.

2. Do Chesapeake Insurance Group employees get a higher salary than its peer company?

The salary at Chesapeake Insurance Group is higher than its peer company. The average annual salary at Chesapeake Insurance Group is $101,567, or an hourly wage of $49, in comparison to RCI Insurance Group which pays $85,375 per year or $41 per hour.

3. How much does salary increase with years of experience at Chesapeake Insurance Group?

Salary progression with years of experience at Chesapeake Insurance Group is typical. Generally, as employees gain more relevant experience, develop more skills, and take on greater responsibilities, their earning potential increases. For example, a role with 5-7 years of experience will usually pay more than the same role requiring 0-2 years.

4. Do salaries at Chesapeake Insurance Group vary by office location?

Yes, it's very likely that salaries at Chesapeake Insurance Group vary by office location. Companies often adjust pay based on local market rates, cost of living, and talent competition in different geographic areas. For instance, a role in a high-cost city like New York City may offer a higher nominal salary than the same role in a lower-cost city like Omaha, NE. Our Cost of Living Insights for Baltimore section provides more context.

5. Does Chesapeake Insurance Group offer good benefits?

Chesapeake Insurance Group typically offers a comprehensive benefits package that adds significant value to an employee's total compensation. Common benefits include health, dental, and vision insurance, a 401(k) plan often with a company match, paid time off. For example, a strong 401(k) match or excellent, low-cost health insurance can be worth thousands of dollars annually, effectively increasing your overall earnings beyond your base salary. For a more detailed list of benefits, please see our "Employee Benefits at Chesapeake Insurance Group" section on this page.