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 supports the COBRA/Direct Bill team and utilizes Workday, COBRAPoint, case management tool, knowledgebase and contact center technologies and processes.
This is an operational position.
Essential Functions/Duties/Responsibilities
Primary responsibility is to manage assigned operational duties and account record changes
Accurate and timely update of status of all assigned operational duties and task
Respond accurately and timely to incoming written and telephonic inquiries during peak times or as assigned
Assist in identifying process gaps for assigned customers to ensure internal process documents are accurate
Escalate to Account Manager or Department Manager when knowledgebase or tools are insufficient to satisfy inquiries
Provide professional and timely service to internal audit requests
Effective communication skills via telephone, email and in-person
Participate in ongoing training relative to the functional area
Form strong partnerships within the department and organization
Identify and document areas of improvement or innovation through process change or automation
Meets or exceeds all performance standards
Assumes other duties as assigned by Manager
Competencies
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
Must value and promote team spirit, have outstanding interpersonal skill set; exhibit professionalism within the workplace
Maintain punctuality and adherence to set schedule with extra hours as needed
Must be able to cope in fast-paced, demanding environment and manage sensitive, confidential issues.
Analytical skills; strong research and follow up skills
Ability to multi-task
Must value and promote team spirit, have outstanding interpersonal skill set; exhibit professionalism within the workplace; maintain punctuality and adherence to set schedule with extra hours as needed; have solid research and follow-up skills
Must be able to cope in fast-paced, demanding environment and manage sensitive, confidential issues
Supervisory Responsibility
This role does not have supervisory responsibilities
Qualifications and Experience
HS Diploma required
3-5 years of related experience and/or training, 1 year min as Specialist strongly preferred
Must have knowledge of employee benefits, CDH, COBRA and other federal/regulatory requirements
Proficient PC Skills (Microsoft Office, Outlook, HRIS, etc…)
Preferred
Bachelor’s degree preferred
#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
- 3-5 years of related experience
- 1 year min as Specialist strongly preferred
- Knowledge of employee benefits and COBRA
- HS Diploma required
- Proficient PC Skills
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.
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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.
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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.
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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.
OneSource Virtual Insights
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.








