Sr. COBRA Specialist

Posted 27 Days Ago
Be an Early Applicant
Hiring Remotely in US
Remote
Senior level
Information Technology • Software
The Role
Manage COBRA and direct billing operations, including case updates, client onboarding and offboarding, elections and payments, plan and rate changes, carrier communications, HR system submissions, audit requests, and integration-file corrections. The role requires employee benefits and COBRA regulatory knowledge, strong analytical and communication skills, confidentiality, process-improvement participation, and independent work in a fast-paced environment.
Summary Generated by Built In

OneSource Virtual (OSV) has worked exclusively with Workday customers since 2008 to deliver compliant, in-tenant technology and expert services to automate the administrative, transactional tasks of payroll, taxes, earned wage access, accounts payable, and benefits. With over 1,500 customers, 92% retention, and $225+ billion in treasury movement annually, OSV helps organizations maximize their Workday investment and operate it with confidence. Payroll, benefits, and finance solutions — all in one place. 

The Sr. COBRA Specialist is responsible for supporting the Employee Services Team and utilizing Workday, case management, knowledge base, and contact center technologies and processes. The service teams' functional areas of support include COBRA, Direct-Bill, and Consumer-Directed Health (CDH) Administration.

Responsibilities

Daily File Processing & System Operations

  • Review and approve qualifying events triggered by customers via the Workday platform, ensuring accuracy and regulatory compliance.
  • Process and audit daily integration files for Qualifying Events, General Rights Notices, Direct Billing, CDH enrollments.
  • System Alerts: Review and action system-generated alerts, such as address changes, carrier contact, plans, letters, etc.

Direct-Bill Operations & Reporting

  • Process and audit for account changes, terminations, and new account setup, including reporting Direct Bill performance (e.g., enrollments and billing)

Carrier Management

  • Process online and manual carrier updates, prepare and send carrier spreadsheets, send haste enrollments, conduct audits, and manage carrier inquiries.

Payment & Member Communication Processing

  • Process any review items from the lockbox concerning payment, election forms, and written correspondence.
  • Process refunds for requested, remittance, and unallocated balances.
  • Research and resolve inbound inquiries from customers or members for member accounts, benefits, second qualifying events, subsidies, and compliance matters.

Project Support

  • Support projects operationally with researching, auditing, and completing system updates and member changes as needed.

Process Improvement & Knowledge Management

  • Assist in identifying and escalating process gaps for all customers to ensure internal processes are accurate.
  • Provide professional and timely service to internal and external requests.
  • Escalate to a Supervisor when the knowledge base or tools are insufficient to satisfy inquiries.
  • Form strong partnerships within the department and organization.
  • Identify and document areas of improvement or innovation through process change or automation.
  • Assume ad-hoc duties as assigned by Manager.

Competencies

  • Experience working within the Benefits Administration industry, including employee benefits, eligibility, enrollment, billing, reconciliation, COBRA, Consumer-Directed Health, and customer support processes.
  • Effective communication skills via telephone, email and in-person.
  • Must be willing to adapt and display positive attitude.
  • Ability to work independently and as part of a team.
  • Continuous improvement mindset, actively engage in company, team, and departmental activities, contributing ideas, sharing knowledge, and supporting initiatives.
  • Demonstrate resilience and the ability to remain focused, organized, and productive in fast-paced environments with multiple deadlines and competing demands.
  • Must value and promote team spirit, have outstanding interpersonal skill set; exhibit professionalism within the workplace.
  • Maintain punctuality and adherence to the set schedule with overtime hours as needed.
  • Able to manage member information while maintaining confidentiality.
  • Analytical skills; strong research and follow-up skills.

Qualifications

Education/Certification Requirement

High School diploma

Required

  • 3-5 years of related experience and/or training, 1 year min as Specialist strongly preferred.
  • Proficient PC Skills (HRIS, Microsoft Excel, Word, Outlook, Adobe, etc…)
  • Strong written and verbal communication skills.
  • Comfort working in systems-heavy environments, using shared trackers and case management platforms.
  • Strong organizational skills with the ability to manage multiple priorities and drive follow-through. 
  • Strong attention to detail and problem-solving abilities.

Preferred

  • Bachelor’s degree.
  • Experience with Consumer Driven Healthcare administration.
  • Experience analyzing employee benefits, eligibility, enrollment, payroll, billing, or carrier data to identify discrepancies and support administration activities.
  • Experience using Workday software.
  • Experience using Alegeus WCC or WCA software.
  • Experience using Salesforce or similar case-tracking / workflow systems.

#LI-REMOTE

You are encouraged to learn and share ideas when you join the OneSource Virtual team. We reward innovative thinking, fresh perspectives, creative collaboration, and hard work. As an organization experiencing routine strategic growth, we are always on the lookout for intelligent, talented, and forward-thinking professionals to join our team. OSV employees enjoy a values-based culture, upward mobility, and professional development with opportunities of all kinds.

Skills Required

  • High school diploma
  • 3-5 years of related experience and/or training
  • Knowledge of employee benefits, COBRA, and other federal or regulatory requirements
  • Proficiency with PC applications, including Microsoft Excel, Word, Outlook, Adobe, and HRIS systems
  • At least 1 year of experience as a Specialist
  • Bachelor's degree

OneSource Virtual Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about OneSource Virtual and has not been reviewed or approved by OneSource Virtual.

  • Healthcare Strength Healthcare coverage is presented as comprehensive, including medical, dental, vision, life/disability, and mental-health support, with both copay and HDHP/HSA-style options. Domestic-partner eligibility and standard support services like an EAP are also described as available.
  • Leave & Time Off Breadth Time-off and flexibility are portrayed as comparatively strong, with PTO/“unlimited” or flexible time-off framing and paid volunteer time referenced. Remote work is repeatedly positioned as a valued part of the overall rewards experience tied to work–life balance.
  • Wellbeing & Lifestyle Benefits Financial-wellbeing and lifestyle add-ons are highlighted through earned-wage access and wallet-style tools (e.g., myFlexPay/myFlexWallet) alongside mentions of items like a fitness stipend and company-sponsored events. These extras are framed as modern perks that can improve day-to-day benefits usefulness beyond core insurance.

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The Company
HQ: Dallas, TX
820 Employees
Year Founded: 2008

What We Do

OneSource Virtual (OSV) is the Workday partner that has helped more than 1,300 companies with everything from deployment to maintenance to payroll and more—all to make the day more doable. Founded in 2008, OSV pioneered Business Process as a Service (BPaaS) and has become the leading provider of automated solutions for organizations of all sizes using Workday, delivering services with unparalleled choices, unwavering commitment, and uncompromising care.

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