Winston Preparatory School Salary

Winston Preparatory School Salary

How much does the Winston Preparatory School Pay for employees?

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As of August 2026, the average annual salary for employees at Winston Preparatory School in the United States is $111,197. This translates to an approximate hourly wage of $53. Salaries at Winston Preparatory School typically range from $97,170 to $127,341 annually, reflecting the diverse roles and experience levels within the company. Winston Preparatory School’s salaries are influenced by a wide range of factors including job role, department, years of experience, and location.
DISCLAIMER: The salary range presented here is an estimation that has been derived from our proprietary algorithm. It should be noted that this range does not originate from the company's factual payroll records or survey data.

How Much Does Winston Preparatory School Pay for Different Roles?

Explore detailed salary information for specific jobs at Winston Preparatory School. The table below outlines the annual salary ranges for popular roles within the company, helping you benchmark potential earnings. Use 'View by Card/Table' option to find the data most relevant to your career path.
DISCLAIMER: The salary range presented here is an estimation that has been derived from our proprietary algorithm. It should be noted that this range does not originate from the company's factual payroll records or survey data.
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Current Job Openings at Winston Preparatory School

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

Is Winston Preparatory School’s Pay Competitive? Salary Benchmarking Analysis

How does Winston Preparatory School’s compensation stack up against the market? This analysis visualizes their annual average salary compared to its industry benchmark and key peer companies.
Peer Company & Industry Benchmarking
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Average Salary ($/year)
Winston Preparatory School
Edu., Gov't. & Nonprofit
University School of Milwaukee Corp
StudyPad Inc
Industry Comparison
Our data shows that, on average, compensation at Winston Preparatory School is below the average for the U.S. Edu., Gov't. & Nonprofit industry by approximately 4%. This positioning suggests their pay is below the market average within their sector.
Peer Company Comparison
To provide a broader market perspective, we compared Winston Preparatory School average annual salary with several similar companies. Winston Preparatory School average salary of $111,197 is higher than University School of Milwaukee Corp, which has an average salary of $96,113. It is lower than StudyPad Inc, with their average salary at $120,152. This places Winston Preparatory School in a mid-range position among its peers.
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How Winston Preparatory School's Salaries Compare to Similar Companies?

Explore companies in the same industry to compare average salaries, benefits, and career opportunities with those at Winston Preparatory School. Click a company name to learn more.

Employee Reviews: Working at Winston Preparatory School

Considering a career at Winston Preparatory School? 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.
This organization fosters a strong sense of community, emphasizing employee growth, collaboration, and professional development. Great work-life balance with meaningful projects that impact education positively. It’s a highly stable job with a clear mission. Technology tools are up-to-date and helpful.
Commented in April 25, 2025
10
0
Leadership maintains clear communication across the entire organization. The culture encourages continuous learning and recognition, while meaningful public service projects provide purpose and satisfaction every day. Resources are abundant and well-distributed, allowing us to deliver quality education. The culture encourages collaboration and inclusivity. There’s good infrastructure for training ...
Commented in February 17, 2025
36
3
The mission aligns with my personal values. Collaboration across departments is effective. Collaboration occurs, but departmental silos sometimes hinder cross-team communication. Work-life balance is average, with some flexibility depending on role. Coworkers are professional but mostly keep to themselves.
Commented in March 03, 2024
10
2

Winston Preparatory School Overview

Website
www.winstonprep.edu
Founded In
1981
Employees
200 - 500 employees
Industry
Edu., Gov't. & Nonprofit
Headquarter Address
57 W Rocks Rd Norwalk Connecticut CT 06851
Revenue
$10 Million - $50 Million
Phone Number
+1 2032290465
Social Media
About Winston Preparatory School
Winston Preparatory School is an innovative day school for students, grades 4-12, with learning differences such as dyslexia, nonverbal learning disabilities, and executive functioning difficulties. We do this through a process that understands each student, individualizes a program to meet their needs and that builds a powerful sense of community. We call this process the Continuous Feedback Syst

What Benefits Does Winston Preparatory School Offer Beyond Salary?

A competitive compensation package is more than just a salary. Winston Preparatory School 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 Norwalk?

Understanding the cost of living near Norwalk is key to truly evaluating a salary offer or your current compensation at Winston Preparatory School.
Norwalk's Cost of Living Index is approximately 128.5 (28.5% more expensive than US average; 19.3% more than CT average). Fairfield County coastal city, high housing costs due to NYC proximity and desirability. Wheels bus, Metro-North. When planning your budget based on a salary from Winston Preparatory School, consider these typical monthly expenses:
Expense Category Estimated Monthly Cost Key Considerations / Notes
Housing (1-BR Apt Rent) $2,000 - $3,000+ A significant portion of Winston Preparatory School salary. Location choices impact this heavily.
Utilities (Basic) $190 - $300 Electricity, Heating, Cooling, Water etc.
Public Transportation $45 (Wheels 31-day pass, Metro-North extra) Essential for most commuters; car ownership is costly.
Groceries (Single Person) $470 - $690 Can be higher with more dining out or specialty stores.
Personal & Leisure $450 - $800+ Dining out, entertainment, shopping. Highly variable.
Healthcare (Individual) $420 - $780+ Varies significantly by plan & employer contribution.
Subtotal (Excluding Taxes) $3,575 - $5,575+ This subtotal does not include income taxes (federal, state, local), which can significantly impact your take-home pay.

FAQs of Winston Preparatory School

1. How much does Winston Preparatory School in the United States pay?

Winston Preparatory School pays its employees an average of $111,197 per year. The average salary at Winston Preparatory School range from $97,170 to $127,341 per year. 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 Winston Preparatory School employees get a higher salary than its peer company?

The salary at Winston Preparatory School is higher than its peer company. The average annual salary at Winston Preparatory School is $111,197, or an hourly wage of $53, in comparison to University School of Milwaukee Corp which pays $96,113 per year or $46 per hour.

3. What are the highest paying jobs at Winston Preparatory School?

The higher-paying job at Winston Preparatory School, according to our data, include Assistant Chief Financial Officer (avg. $448,764 per year), Executive Assistant, Operations (avg. $327,536 per year), and Executive Director (avg. $203,187 per year). Pay for these roles reflects significant responsibility, specialized skills and experience.

4. How much does salary increase with years of experience at Winston Preparatory School?

Salary progression with years of experience at Winston Preparatory School 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.

5. Do salaries at Winston Preparatory School vary by office location?

Yes, it's very likely that salaries at Winston Preparatory School 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 Norwalk section provides more context.

6. Does Winston Preparatory School offer good benefits?

Winston Preparatory School 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 Winston Preparatory School" section on this page.

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