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Lead Retirement Plan Benefit Specialist (Hybrid)

American Family Insurance Agency Staff
paid time off, paid holidays, 401(k), retirement plan
United States, Wisconsin, Madison
6000 American Parkway (Show on map)
Jan 21, 2026

Position Compensation Range:

$99,000.00 - $167,000.00

Pay Rate Type:

Salary

Compensation may vary based on the job level and your geographic work location. Relocation support is offered for eligible candidates.

The Lead Retirement Plan Benefit Specialist leads the development and ensures the consistent administration of equitable and competitive retirement benefits programs that comply with legal and regulatory requirements and that support the achievement of organizational objectives. You will provide consultation, guidance, and direction to internal partners or company leaders on benefits programs, policies, and strategies. You will serve as the subject matter expert for benefits program design and administration. You will report to the Total Rewards Senior Manager.

In this flex office/home role, you will be expected to work a minimum of 10 days per month from one of the following office locations: Madison, WI 53783; Boston, MA 02110; Eden Prairie, MN 55343

Primary Accountabilities

  • You will lead high visibility retirement benefit projects and programs from concept through delivery, including the design and administration of base benefits plans, as well as oversight of the development and delivery of benefits-related education, training & communications.
  • You will provide consultation, guidance, and direction to members of the benefits team, HR business partners, finance, HRIS and other key stakeholders on benefits programs, policies, and strategies.
  • You will lead and support multiple benefits projects & cross-functional teams, including the strategic assessment of program effectiveness and modeling of potential program changes, developing, and managing policies and processes, and complying with regulatory changes.
  • You will conduct in-depth research and analysis to distill insights, convey findings and provide data-influenced recommendations to drive desired behavior and support organizational objectives.
  • You will measure and analyze financial effectiveness of plans and programs, develop funding and expense projections.
  • You will monitor plan performance and adherence to plan provisions and applicable laws. You will ensure plan documents are updated.
  • You will manage relationships with service providers who provide outsourced health insurance, time off and retirement plan administration. You will provide oversight and direction for vendor tracking and roll up reporting including budgeting oversight.
  • You will work with plan administrators to ensure benefits are administered correctly and are well communicated to employees.
  • You will assist the Director of Total Rewards in coordinating and supporting quarterly Retirement Planning Action Committee (RPAC) meetings.

Specialized Knowledge & Skills Requirements

  • Extensive experience strategically managing 401k and corporate pension plans
  • Vendor management experience
  • Experience and comfort in presenting at the executive level
  • Advanced knowledge of benefits programs, practices, plan design and administration.
  • Demonstrated experience managing one of more company benefit plan offerings, including health and welfare, retirement, paid time off or leave programs.
  • Advanced knowledge and understanding of benefit-related government rules and regulations and governance and their impact on the different elements of benefits.
  • Demonstrated program and project management knowledge and skills, with the ability to lead multiple projects simultaneously.
  • Demonstrated communication skills with the ability to build and maintain positive relationships and lead cross-functional partners to accomplish projects and results.
  • Demonstrated ability to think critically and independently and work autonomously to deliver results.
  • Demonstrated technology literacy skills with proficiency in using MS office tools to interpret and analyze data.
  • Demonstrated experience providing customer-driven solutions, support or service.
  • Travel Requirements up to 10%.
  • Physical Requirements include work that primarily involves sitting/standing.

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Additional Information
  • Offer to selected candidate will be made contingent on the results of applicable background checks

  • Offer to selected candidate is contingent on signing a non-disclosure agreement for proprietary information, trade secrets, and inventions

  • Sponsorship will not be considered for this position unless specified in the posting

We provide benefits that support your physical, emotional, and financial wellbeing. You will have access to comprehensive medical, dental, vision and wellbeing benefits that enable you to take care of your health. We also offer a competitive 401(k) contribution, a pension plan, an annual incentive, 9 paid holidays and a paid time off program (23 days accrued annually for full-time employees). In addition, our student loan repayment program and paid-family leave are available to support our employees and their families. Interns and contingent workers are not eligible for American Family Insurance Group benefits.

We are an equal opportunity employer. It is our policy to comply with all applicable federal, state and local laws pertaining to non-discrimination, non-harassment and equal opportunity. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law.

American Family Insurance is committed to the full inclusion of all qualified individuals. If a reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please email AskHR@AmFam.com to request a reasonable accommodation.

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