Benefits Specialist
Clear Channel Outdoor Holdings
San Antonio, TX · Posted October 29, 2026
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Where San Antonio, TX ranks
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November 2026
- #1Best all-round cities for new graduates in the Southwest67 / 100 · of 15
- #5Cities with the most jobs that do not need a four-year degree in the Southwest136 jobs · of 38
- #5Cities hosting the most business conferences in the Southwest29 conferences · of 16
- #6Best college towns for junior jobs in the Southwest36% · of 32
- #6Cities hosting the most government & public sector conferences5 conferences · of 29
- #7Best cities for pay after cost of living in Texas$123k · of 8
Rankings about human resources jobs
- Best cities for HR jobs #1 New York (994 openings)
- Best cities for HR pay after cost of living #1 San Mateo ($158k)
- Most requested AI skills in HR jobs #1 AI tools in daily work (5.7%)
- Employers with the most HR jobs #1 Amazon (291 roles)
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Pay compared with the market
This listing does not state pay. Across 56 open benefits specialist listings that state pay, the middle half runs $61,500 to $88,000 and the median is $70,500.
Listed pay is what employers advertise, not what people are paid.
How AI is used in this kind of work
AI use among compensation, benefits, and job analysis specialists is little observed so far. Measured exposure for compensation, benefits, and job analysis specialists: 6% (little observed).
Share of this job’s tasks that AI is already used for at work, from real usage. It is not a forecast of job loss, and a low number means no use seen yet. Source: Anthropic Economic Index.
Skills this job asks for
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About the job
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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
The demands described below are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
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
The Company is an equal opportunity employer and will not tolerate discrimination in employment on the basis of race, color, age, sex, sexual orientation, gender identity or expression, religion, disability, ethnicity, national origin, marital status, protected veteran status, genetic information, or any other legally protected classification or status.
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Current employees and contingent workers click here to apply and search by the Job Posting Title.