Clear Channel Outdoor
Direct Workday career site

Benefits Specialist

Location
San Antonio, TX (North Loop 1604)
Listed
15 days ago

About the role

Current employees and contingent workers click here to apply and search by the Job Posting Title.

Clear Channel Outdoor

Job Summary

The HR Benefits Specialist supports the day-to-day administration of employee benefits programs. This position assists employees with benefits questions and enrollment needs, maintains accurate benefit records, supports employee communications and educational initiatives, and assists with routine reporting, reconciliation, and compliance activities.

The successful candidate will be organized, detail-oriented, service-focused, and comfortable managing multiple priorities and deadlines. This position works closely with the Director of Benefits, other members of the Benefits team, internal business partners, and benefit vendors.

Job Responsibilities

  • Assist with the administration of employee benefits programs, including medical, dental, vision, flexible spending accounts, health savings accounts, life insurance, disability, retirement, wellness, and voluntary benefits.
  • Respond to employee benefits questions in a timely and professional manner, researching issues and coordinating with benefit vendors or other internal teams when additional assistance is needed.
  • Assist employees with benefit enrollment, qualifying life event changes, beneficiary updates, and general navigation of benefit systems and resources.
  • Administer and maintain employee benefit election records in Workday, ensuring changes are entered accurately and supporting documentation is properly maintained.
  • Assist with benefit invoice reviews and reconciliations by comparing vendor billing, employee elections, and payroll or general ledger information.
  • Conduct benefits orientation sessions and help ensure the information is clear, engaging, and helpful to new employees.
  • Partner with benefit vendors, Payroll, Accounting, HR Technology, and other internal teams to research and resolve benefit-related issues.
  • Maintain the privacy and confidentiality of employees and health-related information in accordance with company policies and the Health Insurance Portability and Accountability Act (HIPAA).
  • Perform other duties and support special projects as assigned.

Job Qualifications

Education and Certifications

  • Bachelor’s Degree preferred in Human Resources or related field or equivalent work experience in benefits administration required, or equivalent combination of education, training, experience, or military experience.
  • Benefits or HR certification (CEBS, PHR, SPHR, or SHRM) certification preferred.

Work Experience

  • Minimum two (2) years’ experience in human resources, benefits administration, customer service, payroll, finance, or a related administrative role preferred. Relevant internship experience may also be considered.
  • Previous experience with self-insured plans, COBRA and spending accounts preferred.

Skills

  • Strong knowledge of ERISA, HIPAA, COBRA, ACA, and other DOL and IRS regulations as it related to retirement and benefit plans.
  • Exceptional written, verbal, and interpersonal communication skills, exercising discretion and professionalism when handling highly confidential and sensitive information.
  • Ability to prioritize and execute multiple tasks and projects in a dynamic, deadline-oriented environment.
  • Ability to work at all levels within an organization.
  • Proficiency with Microsoft Office applications, particularly Outlook, Word, Excel, and PowerPoint.
  • Experience with Workday or another human resources information system is preferred.

Competencies

  • Achievement Orientation: Focusing efforts on meeting challenges and achieving high-quality results consistent with the organization’s goals.
  • Client Focus: Providing service excellence to internal and/or external clients.
  • Decision Making: Using critical thinking, good business sense and organizational values to make decisions involving varying levels of risk and ambiguity.
  • Fostering Communication: Listening and communicating openly, honestly, and respectfully with different audiences, promoting dialogue and building consensus.
  • Functional/Technical Skills: Has the functional and technical knowledge and skills to do the job at a high level of accomplishment.
  • Planning and Organizing: Reaching goals that are central to organizational success by making and following plans and allocating resources effectively.

Physical Demands

  • Employee must have the ability to sit and/or stand at a desk for a minimum of eight (8) hours a day and complete tasks requiring repetitive use of hands.
  • Employee must have the ability to lift and move items up to 15 pounds.
  • Employee must have the ability to see written documents and computer screens, and to adjust focus.
  • This job is performed in a temperature-controlled office environment.
  • Location
  • San Antonio, TX: 4830 North Loop 1604 West, Suite 111, 78249
  • Position Type
  • Regular

Our organization participates in E-Verify. Click here to learn about E-Verify.

Read the original posting

From Clear Channel Outdoor's careers page, first listed on Rolev.ai on October 26, 2026. Rolev.ai is not the employer.

How Rolev.ai helps with this application

Rolev.ai is a job search and application tool for US job seekers. For this Benefits Specialist role at Clear Channel Outdoor, it shows how your resume fits, tailors your resume to the posting, and prepares the application for you to review.

  • See how you fit

    Openings from employer career sites are ranked against your whole resume—and searchable inside Claude, ChatGPT, and Cursor via Rolev.ai MCP.

  • Tailor without inventing

    Every change to your resume is checked against your original. New experience goes in only with your yes—zero fabricated claims.

  • Draft the full kit

    Tailored and Full Match resumes, role-specific cover letters, and answers to employer screening questions are prepared in seconds.

  • 1-Click Extension Autofill

    The Chrome extension fills the employer's Greenhouse, Workday, Lever, or Ashby form in 1 click. You review it and press Submit.

Common questions

Where is the Benefits Specialist job at Clear Channel Outdoor located?

This Benefits Specialist position at Clear Channel Outdoor is located in San Antonio, TX (North Loop 1604). Always check Clear Channel Outdoor's application page for specific state eligibility or relocation policies.

How do I apply for the Benefits Specialist position at Clear Channel Outdoor?

This listing links directly to Clear Channel Outdoor's Workday application page. You can apply directly on Clear Channel Outdoor's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Workday application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.