Benefits Operations Specialist at Every (S23)
$65K - $80K  •  0.05% - 0.13%
Banking + Payroll/Benefits + Bookkeeping + Tax in one place
Remote / Remote (US)
Full-time
US citizen/visa only
3+ years
About Every

Every is a compound startup that is building everything a startup needs to run it's back office in once place, including Banking, Bill Payments, Corporate Cards, HR, Payroll, Benefits, Accounting and Taxes.

About the role

At Every.io, we’re reimagining back-office operations for startups. Our platform simplifies finance, compliance, HR, and more-helping founders stay focused on building, not paperwork. We’re a Series A startup backed by top-tier investors, growing fast, and building a world-class team of makers.

As a Benefits Specialist, you will be the trusted guide for customers setting up and managing employee benefits through Every.io. You’ll help employers choose the right plans, answer employee questions about coverage, and work behind the scenes with carriers to make sure enrollments, terminations, and changes are processed accurately and on time.

This role combines customer-facing consultation with carrier operations work, and is a key part of building trust with our customers.

What You'll Do:

  • Serve as the primary point of contact for customers during benefits setup and renewal.

  • Guide employers through plan selection by explaining options across health, dental, vision, and ancillary benefits.

  • Communicate directly with carriers to submit group applications, manage enrollments, and resolve issues.

  • Ensure compliance with applicable federal and state benefits regulations (ACA, COBRA, etc.).

  • Answer employee questions about coverage, eligibility, and enrollment processes.

  • Collaborate with Every.io’s payroll and compliance teams to ensure benefits integrate seamlessly.

  • Maintain accurate records of plan details, enrollment changes, and carrier correspondence.

  • Proactively identify and escalate issues that could impact customer satisfaction or compliance.

You're a Great Fit If You:

  • 2-4+ years of experience in benefits administration, brokerage, HR, or payroll/benefits SaaS.

  • Strong knowledge of group health insurance, including medical, dental, vision, life, and disability plans.

  • Experience working directly with carriers and/or TPAs (third-party administrators).

  • Customer-first mindset; comfortable explaining complex topics in simple terms.

  • Highly organized with attention to detail; able to manage multiple customer cases at once.

  • Familiarity with ACA, COBRA, HIPAA, and state-specific compliance rules a plus.

  • PHR, SHRM-CP, or CEBS certification a plus (but not required).

Why Join Us?

  • Be part of a mission-driven startup solving real problems for founders

  • Work alongside experienced builders in a low-ego, high-ownership environment

  • Competitive comp + meaningful equity

  • Great health benefits, flexible hours, generous PTO

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