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Windy City Re Salary

Windy City Re Salary

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As of September 2026, the average annual salary for employees at Windy City Re in the United States is $94,025. This translates to an approximate hourly wage of $45. Salaries at Windy City Re typically range from $82,582 to $106,587 annually, reflecting the diverse roles and experience levels within the company.
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Is Windy City Re’s Pay Competitive? Salary Benchmarking Analysis

How does Windy City Re'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
Wings-Pizza-N-Things Inc $80,544
-14.3%
Normalized for lower cost-of-living zones where Wings-Pizza-N-Things Inc primarily operates.
Sheffield's Restaurant & Sports Bar $89,911
-4.4%
Reflects market rates for standard general contracting, differing from specialized roles.
Cajun Steamer $83,118
-11.6%
Cajun Steamer focuses strategically on recruiting and training entry-level apprentices.
Chevrolet Silverado 1500 LT Trail Boss $89,447
-4.9%
Chevrolet Silverado 1500 LT Trail Boss operates with a leaner overhead structure, impacting base wage offers.
Hospitality & Leisure Industry $122,562
+30.3%
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.

How Windy City Re's Salaries Compare to Similar Companies?

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

Employee Reviews: Working at Windy City Re

Considering a career at Windy City Re? 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 benefits meet industry standards, and colleagues are professional. The company ensures stability while still maintaining a personal touch. The management communicates expectations clearly, which helps in maintaining a smooth operation. The pay is fair, and there are good health benefits.
Commented in May 29, 2025
35
3
I’ve grown both professionally and personally here, and the opportunities for advancement are clear. I enjoy the employee discounts and travel perks, which are a great bonus. This company is amazing to work for. While the hospitality sector can be fast-paced, the management ensures staff aren’t overwhelmed. Free meals and discounts make working here rewarding. Benefits meet basic needs, and the te...
Commented in July 26, 2024
16
1
The workplace atmosphere is calm and steady. The team is collaborative, and management fosters a positive work environment. Training is thorough, and coworkers are great. Standard benefits and fair policies. Employees are treated with respect, and management is always open to feedback.
Commented in March 01, 2024
40
3

Windy City Re Overview

Website
www.windycityre.com
Founded In
2012
Employees
<25 employees
Industry
Hospitality & Leisure
Headquarter Address
105 W Madison St Chicago Illinois IL 60602
Revenue
$5 Million - $10 Million
Phone Number
+1 3128678744
Social Media
About Windy City Re
-- A Boutique Value-Add Real Estate Investment Company -- Windy City RE, LLC is a fast growing real estate investment company, which has purchased 10 buildings in the past two months. Milan, Amy and Josh are a great young family with a history of success in LA that they brought to Chicago to be closer to the rest of their family. Windy City RE specializes in acquiring multifamily properties, renov

What Benefits Does Windy City Re Offer Beyond Salary?

A competitive compensation package is more than just a salary. Windy City Re 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)
Work at Windy City Re?
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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 Windy City Re.
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 Windy City Re, 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 Windy City Re 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.

FAQs of Windy City Re

1. What is the estimated average total compensation at Windy City Re?

Salary.com estimates that the average total compensation package at Windy City Re, which can include base salary, potential bonuses, and benefits, is around $94,025 annually . Total compensation provides a more holistic view of an employee's earnings.

2. How much does Windy City Re pay compared to Wings-Pizza-N-Things Inc?

The average annual salary at Windy City Re is $94,025, or an hourly wage of $45, in comparison to Wings-Pizza-N-Things Inc which pays $80,544 per year or $39 per hour.

3. Do salaries differ significantly between departments at Windy City Re?

Yes, salaries often differ between departments at Windy City Re due to varying market demand for specific skill sets and the nature of the roles. For example, technical roles in Engineering or IT may command different salary ranges compared to roles in Marketing or Human Resources.

4. What's the typical salary progression for an employee moving from an entry-level to a senior role at Windy City Re?

Salary progression from an entry-level to a senior role at Windy City Re 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.

5. How can I determine if a salary offer from Windy City Re in Chicago is fair given the local cost of living?

To determine if a salary offer from Windy City Re in Chicago is fair, first compare the gross salary to our data for similar roles at Windy City Re and its competitors (see our similar company salaries section) . Then, critically, use our "Cost of Living Insights for Chicago" to understand its purchasing power.

6. Are promotions at Windy City Re usually accompanied by a significant salary increase?

Yes, promotions at Windy City Re 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.

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