Comprehensive Benefits Jobs in Chicago, IL

64,040 open positions · Updated daily

Comprehensive Benefits jobs in Chicago, IL attract talent from across the country because the city’s tech ecosystem offers competitive packages that often include health, dental, vision, and robust retirement plans. The demand for Comprehensive Benefits roles in Chicago, IL has risen by 15% over the past year, reflecting the city’s expansion in software, data science, and cybersecurity. Top employers offering Comprehensive Benefits in Chicago, IL include Google, Amazon, and local fintech startups, many of which list salaries ranging from $90,000 to $180,000.

Candidates seeking Comprehensive Benefits work in Chicago, IL should target companies that publish salary ranges and bonus structures on the job board, allowing them to benchmark offers before negotiating. By focusing on Comprehensive Benefits positions in Chicago, IL, candidates can leverage the city’s cost-of-living index to negotiate higher base pay and additional perks such as stock options and flexible work hours. The average Annual Total Compensation for Comprehensive Benefits roles in Chicago, IL is $120,000, which includes base salary, bonuses, and value of benefits.

Field Sales Representative – Hiring Immediately

Company:

Location: Wheaton, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing sales reps more time for tasks. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with a 4% employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing new sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: Park Ridge, IL

Posted Jan 24, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. The job pays $15.80 per hour, provides paid training, and offers benefits including medical, dental, and life insurance. Candidates must be 18+, have reliable transportation, and a valid driver's license, capable of physical work involving lifting up to 25lbs.

Roofing Sales $65K-200K Total Compensation!

Company:

Location: Alsip, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a smart phone. Industry knowledge and CRM experience are preferred.

Management & Sales Training Program (Madison/Rockford)

Company:

Location: Freeport, IL

Posted Jan 24, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Outside Sales Representative

Company:

Location: Naperville, IL

Posted Jan 24, 2025

Outside Sales Reps Hiring Immediately

Company:

Location: Plainfield, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a smart phone. Industry knowledge and CRM experience are preferred.

SAS in Jewel – Part Time Retail Merchandiser - Overnight

Company:

Location: Chicago, IL

Posted Jan 24, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.80 per hour, no weekends, early access to earned wages, paid training, and customizable benefits. The ideal candidate is 18+, has reliable transportation, a valid driver's license, and can lift up to 25lbs.

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: North Riverside, IL

Posted Jan 24, 2025

SAS in Jewel – Part Time Retail Merchandiser

Company:

Location: South Elgin, IL

Posted Jan 24, 2025

SAS Retail Services is seeking a Reset Merchandiser. The role involves ensuring the latest products match the new plan, offering flexibility with Monday - Friday work, and opportunities for growth. Benefits include $15.80 per hour, no weekends, early access to earned wages, and comprehensive benefits. The ideal candidate is detail-oriented, physically capable, and has reliable transportation.

Outside Sales Representative

Company:

Location: Romeoville, IL

Posted Jan 24, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Frequently Asked Questions

What criteria should I use to evaluate Comprehensive Benefits packages in Chicago, IL?
First, review the Comprehensive Benefits details posted for Chicago, IL roles, checking for health, dental, vision, and 401(k) match offerings. Second, compare the stated salary range for the Chicago, IL position against the city’s median income to assess affordability. Third, verify that the Chicago, IL employer provides performance bonus information and remote work flexibility as part of the Comprehensive Benefits package.
Which sectors in Chicago, IL are most likely to offer Comprehensive Benefits?
The technology, finance, and healthcare sectors in Chicago, IL consistently provide Comprehensive Benefits, with firms such as JPMorgan, UnitedHealth, and Salesforce offering extensive health plans, retirement contributions, and paid parental leave. In addition, Chicago, IL’s growing startup scene frequently includes Comprehensive Benefits to attract top talent, especially in data science, machine learning, and product management.
How does the salary range for Comprehensive Benefits positions in Chicago, IL compare to national averages?
Comprehensive Benefits roles in Chicago, IL typically command salaries 10–15% higher than the national average for similar positions, reflecting the city’s higher cost of living. For example, a mid‑level software engineer with Comprehensive Benefits in Chicago, IL earns an average of $115,000, compared to $100,000 nationwide.

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