Overview of 66degrees

66degrees is an end-to-end AI transformation partner that guides enterprises from complex business challenges to clear, quantifiable outcomes. Our company is the culmination of several successful firms, each a leader in its own right in cloud, artificial intelligence, and data. This convergence of talent and expertise is how we help businesses reach their own "inflection point," where chaotic data becomes a strategic asset, complexity becomes clarity, and AI becomes an engine for growth. 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. We are dedicated to creating a significant impact for our employees by fostering a culture that sparks innovation and supports professional and personal growth along the way.

Overview of 66degrees

Overview of Role

As a Benefits Specialist, you will serve as the cornerstone of our Total Rewards and People Operations team, ensuring our employees understand, value, and seamlessly access their health, wellness, and financial benefits. In this role, you will manage end-to-end daily benefits administration, lead employee inquiries with empathy and precision, and partner closely with HR, Payroll, and external carriers.

You will combine hands-on operational excellence with regulatory compliance (ERISA, ACA, FMLA, COBRA), driving a frictionless benefits experience from onboarding through annual open enrollment. If you are a detail-oriented, service-driven HR professional who thrives in balancing analytical tasks with meaningful employee advocacy, this role offers an exciting opportunity to shape and elevate our employee wellbeing strategy.

Employment Type - Contract for 6 months, ideally looking for immediate joiners.

Responsibilities

Benefits Administration & Enrollment: Manage daily operations of group benefit programs (health, dental, vision, life, disability, and wellness plans). Process new hire enrollments, life event changes, and COBRA notifications.
Employee Support & Inquiry Resolution: Act as the primary point of contact for employees regarding benefits inquiries, claims escalation, coverage options, and policy interpretations.
Invoice & Billing Reconciliation: Reconcile monthly carrier invoices against payroll deductions and enrollment records, resolving discrepancies with providers and finance.
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.Open Enrollment Execution: Assist in planning, communications, platform testing, and execution of annual open enrollment periods and benefits wellness fairs.
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).