Winstead Insurance Salary

As of August 2026, the average annual salary for employees at Winstead Insurance in the United States is $94,890. This translates to an approximate hourly wage of $46. Salaries at Winstead Insurance typically range from $83,489 to $107,294 annually, reflecting the diverse roles and experience levels within the company.

How Much Does Winstead Insurance Pay for Different Roles?

Explore detailed salary information for specific jobs at Winstead Insurance. Based on our data, the highest paying job is the Insurance Sales Professional, with an annual salary of $80,299. The table below outlines the annual salary ranges for most popular roles within the company.
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Current Job Openings at Winstead Insurance

Ready for your next career move? Explore current job openings at Winstead Insurance. Use the search tool below to find available positions by title and location and apply directly to start your career.

Is Winstead Insurance’s Pay Competitive? Salary Benchmarking Analysis

How does Winstead Insurance'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
Trumble Agency $88,318
-6.9%
Typical compensation structure for smaller regional agencies like Trumble Agency.
Lloyd's of Munhall $88,782
-6.4%
Reflects market rates for standard general contracting, differing from specialized roles.
Fuhrman Insurance Unlimited $88,392
-6.8%
Fuhrman Insurance Unlimited likely leverages performance bonuses over the high base salary shown here.
Houston Insurance $96,936
+2.2%
Indicates identical technical requirements and experience levels between the two firms.
Insurance Industry $123,858
+30.5%
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 Winstead Insurance

Considering a career at Winstead Insurance? 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.
The team is competent, though cross-department communication could improve. The leadership team is accessible, and there’s a strong focus on professional growth. The office atmosphere is friendly, and remote work options are a plus. Managers are approachable, and teamwork is highly encouraged.
The company also invests in employee development through workshops and certifications. Training opportunities are abundant, helping employees stay updated in the evolving insurance industry. Rewarding work, good bonuses. The company offers regular training and certifications to keep skills updated. The company follows industry standards well, making it a reliable employer. A good fit for those see...
The office is modern, and remote work options are available occasionally. Management is reasonable, and colleagues are cooperative. Flexible schedules and remote options.

Winstead Insurance Overview

Website
www.winsteadinsurance.com
Founded In
1996
Employees
<25 employees
Industry
Insurance
Headquarter Address
404 W Pulaski Hwy Elkton Maryland MD 21921
Revenue
<$5 Million
Phone Number
+1 4103986700
Social Media
About Winstead Insurance
Winstead Insurance Agency is committed to providing expert advice and quality insurance products that keep your future protected. From keeping your identity and confidential information secure to insuring your personal items under an umbrella policy, we have the solutions you've been looking for should theft, an accident or even a lawsuit ever occur. Insurance specialists at Winstead Insurance Age

What Benefits Does Winstead Insurance Offer Beyond Salary?

A competitive compensation package is more than just a salary. Winstead Insurance 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 Winstead Insurance.
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 Winstead Insurance, 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 Winstead Insurance 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 Winstead Insurance

1. What is the average salary for employees at Winstead Insurance?

The average annual total compensation for employees at Winstead Insurance is approximately $94,890. However, this is an aggregate figure, actual salaries can range significantly, typically from $83,489 to $107,294, depending on factors like job role, experience, and location.

2. How much does Winstead Insurance pay compared to Trumble Agency?

The average annual salary at Winstead Insurance is $94,890, or an hourly wage of $46, in comparison to Trumble Agency which pays $88,318 per year or $42 per hour.

3. What is the lowest salary at Winstead Insurance?

The lowest-paying job at Winstead Insurance is a Customer Service Representative with a salary of $33,431 per year. The lowest- paying job depends heavily on the specific role, location, whether it's an hourly or salaried position, and if it's full-time, part-time, or an internship. Generally, entry-level positions might represent the lower end of the pay scale.

4. How does having a professional certification impact salary for relevant roles at Winstead Insurance?

Professional certifications like PMP (for Project Managers), CPA (for Accountants), or another relevant certification for the industry can often lead to higher salaries and better job prospects at Winstead Insurance for applicable roles. Certifications demonstrate a verified level of expertise and commitment to a profession, making candidates more competitive.

5. Does Winstead Insurance offer cost-of-living adjustments (COLA) for employees in high-cost areas like Baltimore?

While some companies offer formal COLA, many, including potentially Winstead Insurance, incorporate cost of living considerations into their overall salary structure for different locations rather than as a separate, itemized adjustment. This means their base pay bands for roles in high-cost cities like New York City are generally set higher to account for these local market factors.

6. What's the typical process for salary reviews and raises at Winstead Insurance?

Most companies, likely including Winstead Insurance, conduct formal salary reviews annually, often tied to performance evaluations. During these reviews, factors like individual performance, meeting goals, company performance, and market adjustments are typically considered for potential salary increases.