Employer-Matched 403(B) Plan Jobs in Chicago, IL

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Looking for Employer-Matched 403(B) Plan jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Employer-Matched 403(B) Plan 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 Reps 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.

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

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 Employer‑Matched 403(B) Plan roles?
Entry‑level Pension Administrators can expect $55,000–$65,000 annually. Mid‑level Compliance Officers and Actuarial Analysts earn $70,000–$95,000. Senior Plan Administrators or Investment Portfolio Managers reach $95,000–$125,000, while Directors of Retirement Services command $125,000–$165,000, depending on institution size and match complexity.
What skills and certifications are required for these positions?
Essential skills include IRS 403(b) regulation knowledge, proficiency with Actuarial software (Prophet, MoMo), experience in Fidelity Plan Admin or E*TRADE Retirement, and strong financial analysis. Certifications such as Certified Pension Professional (CPP), Certified Retirement Counselor (CRC), or Fellow of the American Academy of Actuaries (FAAA) significantly boost hiring prospects.
Is remote work available for Employer‑Matched 403(B) Plan roles?
Many plan‑administration and compliance positions are fully remote, especially those focused on data entry, Form 5500 preparation, and investment strategy. However, roles that require direct interaction with board members or on‑site audits often blend remote and in‑office responsibilities.
What career progression paths exist within this field?
Typical trajectory: Start as a Plan Administrator → advance to Senior Plan Administrator or Compliance Officer → transition to Pension Consultant or Investment Portfolio Manager → move into Director of Retirement Services or Retirement Strategy Lead. Each step adds responsibilities in fiduciary oversight, client advisory, and strategic plan design.
What industry trends are shaping Employer‑Matched 403(B) Plan careers?
Key trends include the shift toward defined‑contribution models, increased adoption of fintech platforms for plan management, and new regulations from the SECURE Act 2.0 that expand match eligibility. These changes raise demand for tech‑savvy professionals who can integrate automated contribution calculators, real‑time reporting dashboards, and data‑driven investment advice.

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