Health Insurance Jobs in Milwaukee, WI

18,738 open positions · Updated daily

Looking for Health Insurance jobs in Milwaukee, WI? Browse our curated listings with transparent salary information to find the perfect Health Insurance position in the Milwaukee, WI area.

Oil Sales and Service Rep II

Company: Lee Company

Location: Madison, WI

Posted Nov 20, 2024

Safety-Kleen in Madison, WI is seeking a Local Class B Route Driver. The role involves picking up waste oil and anti-freeze from various locations, including garages, automotive dealerships, and fleet maintenance facilities. Safety-Kleen, a Clean Harbors company, prioritizes health and safety, offering competitive wages, comprehensive health benefits, and opportunities for career growth. The job requires a Class B CDL, Hazmat and Tanker endorsements, previous route experience, and strong customer service skills.

Field Sales Representative – Hiring Immediately

Company: Lee Company

Location: Kenosha, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives 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 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.

Field Sales Representative - $60k - $200k Compensation

Company: Lee Company

Location: New Berlin, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company offers competitive compensation including draw advancement, commission on approved sales, and a vehicle allowance. Benefits include full insurance, a 401K with employer match, and a training & development program. The role involves prospecting, qualifying, and closing sales, managing a territory, and building relationships with homeowners. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, and excellent communication skills.

Sales Representative - $60k-$200k Compensation

Company: Lee Company

Location: Wausau, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Oshkosh, Green Bay, and Appleton areas. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro stands out due to its fully staffed departments, allowing reps more time for sales. 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. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years sales experience, reliable vehicle, strong communication skills, and CRM experience.

Management & Sales Training Program (Green Bay)

Company: Lee Company

Location: Appleton, WI

Posted Nov 20, 2024

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.

Roofing Sales Immediately Hiring

Company: Lee Company

Location: Pewaukee, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. 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 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.

Sales Representative – Entry Level

Company: Lee Company

Location: Wisconsin Rapids, WI

Posted Nov 20, 2024

AmeriPro Roofing is hiring Outside Sales Representatives in Oshkosh, Green Bay, and Appleton areas. The role involves educating homeowners about storm damage benefits for roofing, siding, and gutter projects. The company offers competitive compensation, including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K plan with employer match. Sales support staff handles various stages of the job process. Key responsibilities include prospecting, qualifying, and closing sales, managing territories, and building relationships with homeowners. Qualifications include 2+ years of full-cycle sales experience, reliable vehicle, excellent communication skills, and a valid driver's license.

Case Manager II (Pool)

Company: Lee Company

Location: Waunakee, WI

Posted Nov 20, 2024

Encompass Health is offering a Case Manager role that not only advances one's career but also allows them to contribute significantly to their community. The position involves managing resources, coordinating patient care, and overseeing interdisciplinary plan-of-care decisions. Encompass Health, recognized as a leading provider of rehabilitation care, provides a supportive environment with comprehensive benefits including medical, dental, vision plans, paid time off, tuition reimbursement, and a 401(k) plan. The role requires a licensed or certified professional with at least 2 years of rehabilitation experience, and CCM or ACM certification within two years of entry.

Roofing Sales Hiring Now Training Provided

Company: Lee Company

Location: Burlington, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. 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 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.

Field Sales Representative – Hiring Now

Company: Lee Company

Location: Wausau, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Oshkosh, Green Bay, and Appleton areas. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro stands out due to its fully staffed departments, allowing reps more time for sales. 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. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years sales experience, reliable vehicle, strong communication skills, and CRM experience.

Roofing Sales $65K-200K Total Compensation!

Company: Lee Company

Location: Brookfield, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company offers competitive compensation including draw advancement, commission on approved sales, and a vehicle allowance. Benefits include full insurance, a 401K with employer match, and a training & development program. The role involves prospecting, qualifying, and closing sales, managing a territory, and building relationships with homeowners. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, and excellent communication skills.

Outside Sales Representative

Company: Lee Company

Location: Menomonee Falls, WI

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in Milwaukee, WI. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. 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 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.

Frequently Asked Questions

What are typical salary ranges by seniority in Health Insurance?
Entry‑level analysts earn $55k–$75k, mid‑level roles $80k–$110k, senior positions $115k–$150k, and directors or VP levels range from $160k to $200k. Pay varies by region; for example, New York City salaries are often 20% higher than national averages.
Which skills and certifications are required?
Key technical skills include SQL, SAS, R, Tableau, and HL7 for data integration. Certification requirements often involve SOA or CAS actuarial exams, HIPAA‑compliance credentials, Guidewire Underwriting Certification, PMP for project managers, and financial certifications like CPA or CMA for finance roles.
Is remote work available in Health Insurance roles?
Yes—about 70% of positions offer fully remote or hybrid options. Major carriers such as UnitedHealth, Anthem, Humana, and CVS Health have formal telecommuting policies, especially for data‑analysis, product‑management, and compliance roles.
What are common career progression paths?
Typical trajectories move from junior analyst to senior analyst, then to manager, director, and VP. Progression often requires additional certifications (e.g., actuarial exams, PMP), cross‑functional experience, and proven leadership in projects like claims automation or value‑based care initiatives.
What industry trends should Health Insurance professionals watch?
Key trends include AI‑driven fraud detection, telehealth expansion, value‑based care models, regulatory updates to the ACA and Medicare Advantage, data‑privacy enforcement (HIPAA, GDPR), cybersecurity investments, and ESG‑aligned underwriting practices.

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