Senior Level Enrollment Specialist Jobs
Senior level enrollment specialist jobs place experienced professionals in charge of program strategy, compliance oversight, and the enrollment operations teams that execute at scale. Openings are concentrated across on-site, remote, and hybrid settings in Consulting & Professional Services, with employers like Grade Potential Tutoring and UnitedHealthcare hiring at this level now.
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This position is Onsite. Our office is located at 230 LEXINGTON GREEN, Suite 400, Lexington, KY 40503.
At UnitedHealthcare, we're simplifying the health care experience, creating healthier communities and removing barriers to quality care. The work you do here impacts the lives of millions of people for the better. Come build the health care system of tomorrow, making it more responsive, affordable and optimized. Ready to make a difference? Join us to start Caring. Connecting. Growing together.
As an Enrollment and Billing Specialist, you will be responsible for administering union-sponsored benefits, including health and welfare and pension plans. Your duties will include verifying participant eligibility, responding to inquiries, preparing correspondence for members and employers, processing contributions and monthly checks, and reconciling reports to resolve discrepancies. This role requires strong analytical skills, proficiency in PC applications and Excel, and a commitment to improving processes for greater efficiency and quality.
This position is full time (40hours/week) Monday - Friday. Employees are required to have flexibility to work any of our 8-hour shift schedules during our normal business hours of 8:00am - 5:00pm EST. It may be necessary, given the business need, to work occasional overtime. Our office is located at 230 LEXINGTON GREEN, Suite 400, Lexington, KY 40503.
Primary Responsibilities:
- Administration of Union-Sponsored Benefits, including health and welfare, pension and others
- Collection of data from participants to determine eligibility
- Answer questions via telephone and email to convey information regarding the provisions of the pension and health and welfare plans.
- Create various types of members or employer correspondence including letters and emails.
- Collection and data entry of participant hours worked and contribution amounts.
- Handle processing of monthly check processing and mailing
- Analytical and Researching techniques.
- Reconcile reports and payment discrepancies, analyze transactional data
- Perform basic clerical functions with proficient PC and Excel Skill
- Initiate and assist with developments/changes to increase or change quality and productivity.
What are the reasons to consider working for UnitedHealth Group? Put it all together - competitive base pay, a full and comprehensive benefit program, performance rewards, and a management team who demonstrates their commitment to your success. Some of our offerings include:
- Paid Time Off which you start to accrue with your first pay period plus 8 Paid Holidays
- Medical Plan options along with participation in a Health Spending Account or a Health Saving account
- Dental, Vision, Life& AD&D Insurance along with Short-term disability and Long-Term Disability coverage
- 401(k) Savings Plan, Employee Stock Purchase Plan
- Education Reimbursement
- Employee Discounts
- Employee Assistance Program
- Employee Referral Bonus Program
- Voluntary Benefits (pet insurance, legal insurance, LTC Insurance, etc.)
- More information can be downloaded at: http://uhg.hr/uhgbenefits
You'll be rewarded and recognized for your performance in an environment that will challenge you and give you clear direction on what it takes to succeed in your role as well as provide development for other roles you may be interested in.
Required Qualifications:
- High School Diploma / GED OR equivalent work experience
- Must be 18 years of age OR older
- 1+ years of experience working with billing reconciliation, posting deposits, and accounts receivable
- 1+ years of experience in an office setting using the telephone and computer as the primary instruments for analyzing and solving customer problems and inquiries
- Intermediate proficiency in Microsoft Excel, including the ability to sort and filter data, use basic formulas, and work with functions such as VLOOKUP and pivot tables
- Experience with Microsoft Windows, including mouse and keyboard skills (data entry, open documents, save documents) including the ability to learn new and complex computer system applications.
- Must work on-site at the office located at 230 LEXINGTON GREEN, Suite 400, Lexington, KY 40503
- Must reside within 90 miles of the office location 230 LEXINGTON GREEN, Suite 400, Lexington, KY 40503 This position is full time (40hours/week) Monday - Friday. Employees are required to have flexibility to work any of our 8-hour shift schedules during our normal business hours of 8:00am - 5:00pm EST. It may be necessary, given the business need, to work occasional overtime.
Preferred Qualifications:
- Experience in finance / accounting area
- Experience using Eligibility software
- Experience of Taft - Hartley or Union Benefit Administration
- Experience with reconciling bank accounts
- Experience working with ERISA Compliant Benefit Funds
- Experience working with healthcare insurance enrollment / eligibility
Pay is based on several factors including but not limited to local labor markets, education, work experience, certifications, etc. In addition to your salary, we offer benefits such as, a comprehensive benefits package, incentive and recognition programs, equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements). No matter where or when you begin a career with us, you'll find a far-reaching choice of benefits and incentives. The hourly pay for this role will range from $18 to $32 per hour based on full-time employment. We comply with all minimum wage laws as applicable.
At UnitedHealth Group, our mission is to help people live healthier lives and make the health system work better for everyone. We believe everyone-of every race, gender, sexuality, age, location, and income-deserves the opportunity to live their healthiest life. Today, however, there are still far too many barriers to good health which are disproportionately experienced by people of color, historically marginalized groups, and those with lower incomes. We are committed to mitigating our impact on the environment and enabling and delivering equitable care that addresses health disparities and improves health outcomes - an enterprise priority reflected in our mission.
UnitedHealth Group is an Equal Employment Opportunity employer under applicable law and qualified applicants will receive consideration for employment without regard to race, national origin, religion, age, color, sex, sexual orientation, gender identity, disability, or protected veteran status, or any other characteristic protected by local, state, or federal laws, rules, or regulations.
UnitedHealth Group is a drug - free workplace. Candidates are required to pass a drug test before beginning employment.
#RPO #RED
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Senior Level Enrollment Specialist Jobs: Frequently Asked Questions
How do I get a senior level enrollment specialist job?
Employers at this level look for candidates who have owned enrollment pipelines end to end, not just contributed to them. Demonstrating that you have led process improvements, managed compliance requirements across multiple programs, and mentored junior staff will set you apart. Tailoring your application to show measurable outcomes, such as improved conversion rates or reduced processing errors, gives you a clear edge.
Which companies hire senior level enrollment specialists?
Companies hiring senior level enrollment specialists right now include Grade Potential Tutoring and UnitedHealthcare, based on current listings on Migrate Mate as of August 2026. Hiring at this level tends to come from large health systems, higher education institutions, and benefits administration firms that manage high-volume or complex enrollment programs.
Are there remote senior level enrollment specialist jobs?
Yes, though availability varies by employer and program type. About 88% of senior level enrollment specialist openings are remote or hybrid as of August 2026, reflecting broader flexibility in benefits, healthcare, and education administration roles. Fully on-site positions remain common in organizations where hands-on staff oversight or in-person client interaction is central to the role.
What makes an enrollment specialist role senior level?
Senior level enrollment specialist roles are defined by scope and ownership rather than task execution. At this stage, you are expected to set enrollment strategy, manage compliance across multiple programs or populations, resolve escalated issues independently, and guide less experienced team members. The role typically involves cross-functional collaboration with legal, finance, or clinical teams and accountability for program-level outcomes.
Which industries hire the most senior level enrollment specialists?
Senior level enrollment specialist roles concentrate in Consulting & Professional Services, based on current listings on Migrate Mate as of August 2026. These sectors drive hiring at this level because they operate large, regulated enrollment programs, whether for employee benefits, government-funded healthcare coverage, or higher education financial aid, where senior expertise directly reduces compliance risk.