66degrees

66degrees

Benefits Specialist

Chicago, IL · Mid

Work authorization requiredDetected 8 days ago
ComplianceVendor ManagementHRHRISHIPAACommunication

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odds of building a lasting career here

37Risky
Cap-exempt (no lottery)0
Sponsors this role80
Entry-level history0
PERM / green-card track0
Lottery odds40
Fits your clock70

Thin sponsorship signal and lottery-bound. A low-probability bet with your clock running. Prioritize cap-exempt roles and proven entry-level sponsors first.

Lottery odds assume a STEM candidate.

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Employer immigration record

from this employer's Department of Labor filings

Green-card filing pattern in this occupation

Context, not a finding about this posting: of this employer's 3 green-card filings in this occupation, 100% were for a worker who already held the job.

Sourced from Department of Labor LCA, PERM and prevailing-wage disclosure data. Employer matching is by name, so figures may be split across an employer's legal entities. Absence of a filing means none appears in our copy of the data, not that none exists.

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About the role

  • Our ultimate vision is to be the catalyst for a future where every business operates as an intelligent enterprise, with autonomous systems unlocking human potential.
  • At 66degrees, we believe in thriving through challenges and winning together.
  • These values not only guide us in achieving our goals as a company but also for our people.

Responsibilities

  • Compliance & Reporting: Support compliance reporting and audits, including Form 5500 filings, ACA 1095-C tracking/reporting, non-discrimination testing, and maintaining Summary Plan Descriptions (SPDs).
  • Employee Support & Inquiry Resolution:
  • Support compliance reporting and audits, including Form 5500 filings, ACA 1095-C tracking/reporting, non-discrimination testing, and maintaining Summary Plan Descriptions (SPDs).

Requirements

  • Experience transitioning a company from fully insured to self-funded.
  • Communication & Discretion: Exceptional interpersonal and communication skills with a proven track record of handling sensitive and confidential employee data.
  • Superior time-management skills and the ability to juggle multiple operational tasks without letting details slip through the cracks.
  • Bachelor's degree in Human Resources, Business Administration, or a related field, or equivalent practical experience.
  • 2-4 years of direct experience in benefits administration, HR operations, or total rewards.
  • Hands-on experience with HRIS/benefits platforms (Rippling preferred) and advanced proficiency in Google Sheets
  • Regulatory Knowledge: Solid understanding of federal and state regulations governing employee benefits (ERISA, ACA, COBRA, HIPAA, FMLA, Section 125).
  • Carrier & Vendor Management: Experience managing relationships and service-level agreements with insurance brokers, third-party administrators (TPAs), and carriers.
  • 66degrees is an Equal Opportunity employer. All qualified applicants will receive consideration for employment without regard to actual or perceived race, color, religion, sex, gender, gender identity, national origin, age, weight, height, marital status, sexual orientation, veteran status, disability status or other legally protected class.
  • Please note, we cannot sponsor or transfer any visas, of any kind, at this time.
  • AI Transparency & Disclosure
  • As an AI transformation partner, 66degrees leverages intelligent solutions to enhance our recruitment experience. We utilize AI tools-including LinkedIn Recruiter's Hiring Assistant and interview transcription technologies-to assist with sourcing, role analysis, and capturing interview highlights.
  • These tools augment our process, but we "Commit to Our Craft" by ensuring all final hiring decisions are made by our human Talent Team. By applying, you acknowledge the use of these technologies to help us "Win Together" in finding the best fit for our team.

Compensation

  • Open Enrollment Execution: Assist in planning, communications, platform testing, and execution of annual open enrollment periods and benefits wellness fairs.

Benefits

  • Manage daily operations of group benefit programs (health, dental, vision, life, disability, and wellness plans).
  • Act as the primary point of contact for employees regarding benefits inquiries, claims escalation, coverage options, and policy interpretations.
  • Leave of Absence (LOA) Management:
  • Administer FMLA, STD/LTD, parental leave, and state-specific paid family leave programs in compliance with federal, state, and local laws.
  • Assist in planning, communications, platform testing, and execution of annual open enrollment periods and benefits wellness fairs.

Visa & Work Authorization

  • Please note, we cannot sponsor or transfer any visas, of any kind, at this time
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This listing is sourced directly from 66degrees's careers page and normalized into a canonical job model.