Robust Benefits Package Jobs in Chicago, IL

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Looking for Robust Benefits Package jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Robust Benefits Package position in the Chicago, IL area.

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

Roofing Sales Immediately Hiring

Company:

Location: Joliet, 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 representatives to focus on sales. 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. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

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

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 are typical salary ranges by seniority for Robust Benefits Package roles?
Entry‑level Benefits Analysts earn $50k–$70k annually, mid‑level managers $70k–$100k, and senior strategists or directors $100k–$150k+ depending on company size, geographic region, and scope of responsibility. Salaries on jobtransparency.com are updated weekly to reflect current market trends.
Which skills and certifications are required for these positions?
Key skills include data analytics (Excel, Power BI, Tableau), benefits administration platforms (Workday, SAP SuccessFactors, Zenefits), knowledge of ERISA/ACA compliance, vendor negotiation, and stakeholder communication. Certifications such as SHRM‑CP, SHRM‑SCP, CEBS, or CCP are highly valued.
Are Robust Benefits Package roles available for remote work?
Many roles support flexible or fully remote work arrangements. Employers provide virtual benefits management tools and remote access to HRIS platforms, allowing professionals to collaborate with global teams.
What are common career progression paths in this field?
Typical progression moves from Benefits Analyst → Senior Analyst → Manager → Director → VP of Benefits/Compensation. Advanced certifications and cross‑functional experience in HRIS or data science can accelerate advancement.
What industry trends are shaping Robust Benefits Package roles?
Current trends include digital wellness platforms, telemedicine integration, AI‑driven benefit recommendation engines, ESG‑aligned benefit metrics, and a shift toward flexible, on‑demand benefits. Companies are expanding mental‑health coverage and offering financial‑wellness programs.

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