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Senior Specialist, Plan Design

United States, New York 75000.00 - 90000.00 USD / Year · Job Posted February 17, 2026
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Job Description

Vestwell is expanding and we’re excited about adding a Senior Plan Design Specialist to our Retirement Services team who is passionate about our mission to change the retirement FinTech space. At a high level, we’re looking for a dedicated consultant to support our Sales and Plan Design teams in plan design illustrations and consultation, as well as manage the transition for incoming plans through implementation. Ideally, you have spent over 8 years working with sponsors, recordkeepers and/or TPAs and have dedicated some time servicing the plan design, compliance and plan document sides of 401(k) plan servicing.

Job Responsibility

  • Plan Design Consultation - Collaborate with Plan Sponsors to create optimal defined contribution plan designs, addressing queries, and ensuring a clear understanding of chosen plan specifications
  • Illustration support - Provide swift and detailed plan analysis, including profit sharing and safe harbor design comparisons, offering commentary to support recommendations
  • Plan document review - Support sales in conversion contract considerations by performing a plan spec review against supported and outsourced design models
  • capture plan design conversations and decisions from presale, sale, and onboarding processes to create new plan documents
  • Subject matter expertise - Support team members with process reviews, research, and documentation related to plan design, plan proposals and onboarding
  • Project management - Ensure a smooth transfer of incoming plans from Sales to Implementations
  • Plan document creation - Perform plan restatement evaluations, including prior plan document to restated plan document mid-year change assessments, protected benefit analysis, and alignment with Vestwell platform requirements
  • On-call support - Provide live support for team members, clients, and advisors to discuss plan design suggestions or required changes
  • Product support - Contribute to discussions with product and engineering teams to continually iterate on our technology supported design & onboarding processes

Requirements

  • Strong commitment to delivering superior service
  • Considerable background in defined contribution/qualified plan experience including sales support, design consultation, document drafting, and non-discrimination testing
  • Thorough understanding of Employee Retirement Income Security Act (ERISA), Department of Labor (DOL), Internal Revenue Service (IRS) regulations
  • Keen attention to detail, deadlines, and customer service needs
  • Collaborative approach with internal stakeholders and with clients to clearly communicate the process, timing, and plan design considerations of new and restated plans
  • Strong commitment to proactively managing workload
  • Positive, collaborative, and proactive attitude
  • Proficiency with Excel and Microsoft Office suite
  • Google Workspace
  • cloud-based client portals and internal network drives

Nice to have

  • Knowledge of one or more non-discrimination testing systems (Ft William, Datair, ASC, Sungard Relius)
  • Knowledge of one or more plan document drafting systems (e.g., FT William, Datair, ASC, Sungard Relius)
  • Qualified 401(k) Administrator (QKA) or higher credential from ASPPA

What we offer

  • Company Bonus Pool
  • new hire equity in the Company
  • competitive health coverage
  • generous vacation offering
  • hybrid office policy
  • great 401(k) plan

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