What are the responsibilities and job description for the Senior Wellbeing and Benefits Administrator - Mostly Remote position at Willmott & Associates, Inc.?
Job Description:
This is a "mostly" remote role, with an on-site requirement once per quarter. Location: Maine. Must be within driving distance.
*Must have experience with benefits ownership/accountability of the function. Small-mid sized company experience preferred.
About the Role
Our client is seeking an experienced benefits professional to lead and evolve its employee benefits and well-being programs. This role blends hands-on benefits administration with strategic leadership and is ideal for someone who enjoys both solving complex employee issues and shaping programs for the future. The successful candidate will oversee U.S. benefits while helping develop the organization's approach to benefits in international markets. This individual will serve as a trusted resource to employees, HR colleagues, and leadership while identifying opportunities to improve programs, processes, technology, and the overall employee experience.
Key Responsibilities
- Lead U.S. benefits administration, including medical, dental, vision, life, FMLA and disability leaves, HSA/FSA, EAP, 401(k), COBRA, voluntary benefits, and related programs.
- Serve as a senior benefits resource for employees and managers, providing knowledgeable, high-touch support with coverage, enrollment, claims, and complex benefit questions.
- Lead annual enrollment and renewal processes, including planning, communications, employee education, system configuration, testing, and audits.
- Oversee day-to-day benefit operations, including eligibility, life events, coverage changes, terminations, carrier interfaces, records, and system administration.
- Partner with brokers, consultants, benefit providers, payroll teams, and other external resources to ensure effective program administration and service delivery.
- Support the continued development of benefits programs for an expanding international employee population, working with local experts to ensure programs are competitive and compliant.
- Analyze utilization, enrollment, claims, benchmarking, and cost information to evaluate program effectiveness and provide recommendations to leadership.
- Identify opportunities to improve benefits administration, technology, employee communications, and the overall benefits experience.
- Develop and advance employee well-being initiatives that address the evolving needs of a diverse workforce.
- Evaluate well-being program engagement and effectiveness and identify opportunities to strengthen participation and organizational value.
- Maintain awareness of evolving benefits regulations and market practices, leveraging external expertise as appropriate.
- Support broader organizational growth and change initiatives as they relate to benefits and employee programs.
Qualifications
- Bachelor's degree or equivalent combination of education and progressive professional experience.
- Significant progressive experience in employee benefits – 10 years, including strong hands-on U.S. benefits administration and program leadership.
- Experience operating in a small to midsize organization where benefits leaders balance strategic ownership with direct execution.
- Experience supporting international benefits and partnering effectively with local brokers, consultants, payroll teams, or other in-country resources.
- Strong knowledge of U.S. health and welfare, retirement, leave, privacy, and benefits compliance requirements.
- Demonstrated experience managing annual enrollment, renewals, vendor relationships, employee communications, audits, and benefits technology.
- Experience developing, enhancing, or managing employee well-being programs.
- Strong analytical skills with the ability to interpret benefits data and translate findings into practical recommendations.
- Experience working with HRIS and benefits administration platforms; experience with widely used payroll/HR platforms is preferred.
What Will Make You Successful
- Ability to move seamlessly between strategic thinking and hands-on execution.
- Strong employee-service orientation with empathy, discretion, and sound judgment.
- Comfortable independently investigating complex issues and recommending solutions.
- Strong analytical and financial acumen with the ability to evaluate costs, utilization, participation, and program effectiveness.
- Excellent communication skills and the ability to make complex benefits information understandable to employees and leaders.
- Strong project management, vendor management, negotiation, and change-management capabilities.
- Advanced proficiency with HRIS and benefits administration platforms; ADP experience is strongly preferred.
- Collaborative, flexible working style and willingness to contribute wherever needed in a lean, team-oriented environment.
- High attention to detail, strong ownership, and the ability to prioritize competing needs in a growing and evolving organization.
Pay: $120,000.00 - $130,000.00 per year
Education:
- Bachelor's (Preferred)
Experience:
- benefits ownership/functional leadership: 2 years (Required)
- Small Company (200-1,000 employee): 1 year (Required)
Work Location: Hybrid remote in Lewiston, ME 04240
Salary : $120,000 - $130,000