Contract Open Enrollment Jobs (NOW HIRING)

We are seeking a highly organized and client-focused Open Enrollment Specialist to guide organizations through their year-end benefits enrollment process. This is a consultative, appointment-based role where you will manage your own schedule and deliver high-touch support to clients during one of their most critical annual cycles.

• Manage a portfolio of clients with a primary benefits effective date of January 1, ensuring a smooth and successful open enrollment experience
• Lead the end-to-end open enrollment process, from initial consultation through completion
• Conduct kickoff calls to:
  • Set expectations and timelines
  • Review plan or carrier changes
  • Gather essential data to prepare for enrollment
• Facilitate ongoing client working sessions:
  • Provide step-by-step guidance throughout the enrollment cycle
  • Educate clients on best practices and system navigation
  • Empower clients to complete required actions independently
• Maintain a high-volume workload, supporting 30–50 clients during peak season
• Deliver a professional, consultative experience as a primary client-facing advisor
• Conduct 6–7 hours of client calls per day via Webex and screen sharing tools
• Manage a flexible calendar where clients can schedule time directly with you

• Partner with internal coordination teams who:
  • Manage inbound inquiries and communications
  • Ensure follow-ups within 24–48 hours
  • Route requests to specialized teams (e.g., claims support) when needed

• ✅ Consultative, relationship-driven client support
• ✅ Appointment-based (not a traditional inbound call center)
• ✅ Independent schedule management and ownership of client success

• Strong customer service and client management experience
• Experience in call center, benefits enrollment, payroll, or customer care environments
• Comfortable using computer systems and web-based tools
• Solid understanding of project or case management principles

• Customer service excellence
• Communication and client engagement
• Technical aptitude and adaptability

• Project management mindset – able to track progress and next steps across multiple clients
• Quick learner – able to ramp up on complex systems and processes
• Strong organizational and multitasking abilities
• Proactive and detail-oriented

• High-volume, fast-paced during peak enrollment season
• Heavily client-facing with frequent virtual meetings
• Requires strong time management and self-direction

• Intermediate (2+ years relevant experience preferred)

Job Type & Location

This is a Contract position based out of Schaumburg, IL.

The pay range for this position is $22.00 - $22.00/hr.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:
• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long-term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave)

This is a hybrid position in Schaumburg,IL.

This position is anticipated to close on Jun 30, 2026.

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

We’re a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We’re a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We’re strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We’re building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.