Comprehensive Health Benefits Jobs in Chicago, IL

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

Outside Sales Representative (No Sales Experience Necessary)

Company:

Location: Southport, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Senior Manager - Aircraft Cybersecurity

Company:

Location: Crestwood, IL

Posted Jan 23, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Senior Developer - Information Technology

Company:

Location: Chicago, IL

Posted Jan 23, 2025

United Airlines is currently offering an exciting opportunity for a Senior Software Developer in a hybrid role based in Chicago. The successful candidate will be responsible for developing critical applications, working with a team of developers, and focusing on delivering cloud-based solutions. The role involves managing the full development life cycle, serving as a technical expert, and collaborating with various teams. United Airlines values diversity and inclusion, and this role is part of the united.com payments team, supporting different forms of payments. The ideal candidate should have a Bachelor's degree in a relevant field, 5+ years of full-stack development experience, proficiency in React, Typescript, C#, Node.js, and AWS/cloud technologies, and a deep understanding of accessibility fundamentals.

Roofing Sales Hiring Now Training Provided

Company:

Location: Naperville, IL

Posted Jan 23, 2025

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Northbrook, IL

Posted Jan 23, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Outside Sales Rep (No Sales Experience Required)

Company:

Location: Quincy, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying highly qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Outside Sales Rep Now Hiring

Company:

Location: Aurora, IL

Posted Jan 23, 2025

Outside Sales Rep Now Hiring

Company:

Location: Oak Park, IL

Posted Jan 23, 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, offering them protection at reduced costs. The company stands out due to its fully staffed departments, enabling sales reps to focus on sales without administrative burdens. AmeriPro Roofing offers competitive compensation including a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. The role involves prospecting, qualifying, and closing new sales, managing a territory, conducting property inspections, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Roofing Sales Immediately Hiring

Company:

Location: St. Charles, IL

Posted Jan 23, 2025

Outside Sales Representative (No Sales Experience Necessary)

Company:

Location: Mattoon, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying highly qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Outside Sales Rep (No Experience Necessary)

Company:

Location: Edwardsville, IL

Posted Jan 23, 2025

The text describes a sales career opportunity with Platinum, a robust company that supports its salespeople with marketing, recruiting, customer service, and technology. Successful salespeople receive superior support and have the potential to earn $75,000-$100,000+ annually. The role involves traveling to meet with farmers and small business owners, receiving training in Platinum's reliable 10-step sales system, and identifying highly qualified leads. The company's team-based structure encourages motivation, accountability, and increased sales, with additional benefits like annual renewal income potential, generous bonuses, and luxury travel incentives.

Frequently Asked Questions

What are the typical salary ranges for Comprehensive Health Benefits roles at different seniority levels?
Entry‑level Benefit Analysts earn roughly $55k–$75k; mid‑level analysts and claims specialists average $75k–$115k; senior managers and actuarial consultants command $115k–$170k; directors of benefits typically receive $160k–$230k; and VP or Chief Benefits Officers can earn $200k–$350k, depending on company size and region.
What skills and certifications are essential for a career in Comprehensive Health Benefits?
Key skills include proficiency with Epic or Cerner EHRs, Workday and SAP SuccessFactors benefits modules, Salesforce Health Cloud configuration, and data analytics tools such as Tableau, Power BI, or SAS. Certifications like Certified Employee Benefit Specialist (CEBS), Certified Professional in Health Benefits (CPHB), Certified Compensation Professional (CCP), and compliance credentials (HIPAA, ACA, ISO 27001) are highly valued.
Can Comprehensive Health Benefits positions be performed remotely?
Many benefits roles—especially analyst, compliance, and technology configuration positions—can be fully remote with secure VPN access to cloud platforms. On‑site support is usually limited to system administration or audit visits, so hybrid or fully remote arrangements are common for 70% of open listings.
What career progression paths exist within Comprehensive Health Benefits?
Typical progression starts with Benefit Analyst, moves to Senior Analyst or Claims Specialist, then to Manager or Senior Manager overseeing teams and projects. From there, executives advance to Director of Benefits, VP of Benefits, and ultimately Chief Benefits Officer or Head of Total Rewards, with a typical timeline of 3–5 years per promotion in high‑growth firms.
What are the current industry trends affecting Comprehensive Health Benefits roles?
Digital transformation drives AI‑powered claims analytics and real‑time wellness dashboards. Telehealth integration, HRA technology, and value‑based care models push benefits teams to negotiate new provider contracts. Regulatory shifts around ACA reporting, HSA/FSA contributions, and HIPAA data security keep compliance specialists in high demand, while blockchain pilots for claims settlement are emerging in leading tech‑savvy employers.

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