Comprehensive Benefits Package Jobs in Chicago, Illinois

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

IT Systems and Support Administrator

Company: Kalderos

Location: Chicago, IL

Posted Feb 01, 2025

Kalderos is seeking an IT Systems and Support Administrator to provide top-tier technical support to over 115 internal employees, ensuring smooth operations in a mixed Mac and Windows environment. The role involves critical thinking, troubleshooting, and collaboration with the Director of Information Technology to improve systems and processes. The candidate will also work with the Information Security team to ensure system security and act as a technical mentor to Level 1-2 technical support analysts. The ideal candidate will have 5+ years of experience, excellent technical skills, and a customer service mindset. Relevant certifications, experience in startup environments, and familiarity with Okta, Google Workspace, cloud infrastructure, and compliance standards are preferred. The position offers a competitive salary range, flexible PTO, and a range of benefits, including medical, dental, vision, 401k, and opportunities for growth. Kalderos values collaboration, feedback, and continuous learning, and is committed to equal opportunity.

Nutanix Business Development Manager - Commerical

Company: CDW

Location: Chicago, IL

Posted Feb 01, 2025

CDW, a Fortune 200 leader, offers a Business Development role with a focus on accelerating growth within the Corporate segment. The role involves targeting high visibility corporate accounts, understanding client needs, and providing solutions. Key responsibilities include project management, coordination with sales, and developing long-term pipelines. The ideal candidate should have a Bachelor's degree or 6 years of experience in technical sales, marketing, or business development, with a proven track record in the Corporate Sales marketplace. Strong customer-facing skills, excellent communication, collaboration, and problem-solving abilities are required. The role involves significant travel and offers a pay range of $63,000 - $75,000, an annual bonus target of 100%, and comprehensive benefits.

IT Support Analyst

Company: Kalderos

Location: Chicago, IL

Posted Feb 01, 2025

Kalderos is a healthcare technology company focused on pharmaceutical pricing transparency, trust, and equity. They are seeking an IT Support Analyst to provide top-tier technical support to their 115+ internal employees in a fully remote environment. The role involves troubleshooting technical issues, collaborating with the IT team, and assisting with IT projects. The company values collaboration, feedback, and growth, offering competitive benefits and a dynamic work environment.

Digital Learning Consultant

Company: Revantage, a Blackstone Portfolio Company

Location: Chicago, IL

Posted Feb 01, 2025

Revantage, a Blackstone Real Estate portfolio company, is a global provider of corporate services. With a commitment to collaboration and inclusivity, Revantage delivers value-added services and world-class talent for Blackstone Real Estate portfolio companies across diverse asset classes. The company values its people, fostering a workplace where everyone can be themselves and do their best work. As a Digital Learning Consultant, you will focus on content curation, competency mapping, topic categorization, and creating standards for course creation. The role requires a Bachelor's degree in Education, Human Resources, Instructional Design, or a related field, along with proven experience in content curation, competency mapping, and topic categorization. The base compensation range is $4500 to $5500.

Product Specialist

Company: ALIS by Medtelligent

Location: Chicago, IL

Posted Feb 01, 2025

ALIS is a leading provider of assisted living software, seeking a problem-solving, self-motivated individual with 2+ years of SaaS experience. The role involves learning ALIS software, understanding the assisted living industry, scoping new features, creating user interfaces, collaborating with teams, and communicating with client services. The company offers competitive benefits, including health insurance, 401k, and PTO. The application process includes a phone call, in-person or video interview, and a project or collaborative work session.

Frequently Asked Questions

What are the typical salary ranges by seniority for Comprehensive Benefits Package roles?
Entry‑level Benefits Analyst: $55,000–$70,000; Mid‑level Analyst/Manager: $70,000–$95,000; Senior Manager/Director: $95,000–$130,000; VP of Compensation & Benefits: $130,000–$170,000. Salaries shift 10–15% higher in major metros like San Francisco or New York and can dip 5–10% in smaller markets.
Which skills and certifications are most valuable for a career in Comprehensive Benefits Package?
Hands‑on expertise in Workday, SAP SuccessFactors, Gusto, or Zenefits; proficiency in Excel, SQL, and data‑visualization tools (Tableau, Power BI); deep knowledge of ACA, HIPAA, and ERISA regulations; and certifications such as CEBS (Certified Employee Benefits Specialist), CBP (Certified Benefits Professional), or SHRM‑CP/SCP. Demonstrating success in vendor negotiation and benefits analytics projects boosts employability.
Is remote work commonly available in Comprehensive Benefits Package positions?
Yes. 70–80% of Benefits Analyst and Manager roles offer fully remote or hybrid options, supported by cloud portals (e.g., Gusto Benefits Portal), video conferencing (Zoom, Teams), and collaboration platforms (Slack, SharePoint). Companies often set clear remote‑policy guidelines and require 2–3 in‑office days per month for onboarding or vendor meetings.
What does a typical career progression look like in this field?
Benefits Analyst → Senior Analyst → Benefits Manager → Senior Manager → Director of Compensation & Benefits → VP of Compensation & Benefits. Each step adds responsibilities for strategic planning, cross‑functional leadership, and executive reporting. Gaining a CEBS certification and leading a major benefits redesign project accelerates promotion.
What are the current industry trends shaping Comprehensive Benefits Package roles?
1) AI‑driven benefits analytics for predictive cost modeling; 2) Expansion of mental‑health and wellness programs (e.g., Calm, Headspace, Virgin Pulse); 3) Shift to flexible benefit baskets allowing employees to choose coverage; 4) Heightened focus on data privacy and GDPR/CCPA compliance; 5) Seamless integration of benefits modules within HRIS and payroll systems to reduce manual work.

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