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Senior Specialist, Plan Design

Vestwell


Job Location:

Austin, TX - USA

Monthly Salary: $ 75 - 85
Posted: 13 June 2026 (30+ days ago)
Application Deadline: 30 September 2026
Vacancies: 1 Vacancy

Job Summary

Vestwell is the financial technology company powering the new savings economy. Our platform redefines how people save for the critical aspects of life across retirement education and healthcare savings needs. Today Vestwell enables over 350000 businesses and over 2M active savers with over $50B in assets saved across all 50 platform serves a diverse clientele including financial advisers employers third-party administrators financial institutions payroll providers government agencies and individual savers.

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Who Are We Looking For

Vestwell is expanding and were excited about adding a Senior Specialist to our Retirement Services team who is passionate about our mission to change the retirement FinTech space. At a high level were looking for a dedicated consultant to support our Sales Onboarding Plan Design and Plan Documents teams in document creation and consultation with new and existing sponsors on their desired plan features. Ideally you have spent several years working with sponsors recordkeepers and/or TPAs and have dedicated some time servicing the plan design compliance and plan document sides of qualified/non-qualified plan servicing.

What Will You Be Doing

As a Senior Specialist you will be responsible for independently interpreting ERISA and other applicable retirement plan laws to consult amend and maintain compliant retirement plan documents. This role requires advanced legal and regulatory knowledge sound judgment and the ability to translate Plan Sponsors business goals into plan documents that align with Vestwell platform capabilities and operational requirements. You will act as a key subject matter expert partnering closely with internal teams and Plan Sponsors to ensure accuracy compliance and scalability of plan documentation.

Your responsibilities will include but are not limited to:

  • 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 for both new sponsors setting up their plan and existing sponsors with plan amendments.
  • 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.
  • Regulatory Interpretation & Compliance Expertise: Independently interpret ERISA and other applicable laws regulations and guidance to create amend and restate retirement plan documents that are legally compliant and operationally sound.
  • Plan Document Drafting & Maintenance: Prepare plan documents including discretionary and interim amendments restatements participant notices and related disclosures ensuring consistency with plan design decisions and platform capabilities
  • Independent Judgment & Analysis: Exercise discretion in evaluating plan design requests assessing legal and operational risk and determining appropriate document structures with minimal supervision.
  • Cross-Functional Collaboration: Work closely with Onboarding Retirement Plan Administration Client Success and Employer Services teams to ensure plan documents support seamless implementation and ongoing administration.
  • Process & Documentation Improvement: Support and contribute to process reviews research and documentation related to plan document operations corrections and audit support.
  • Project Management: Design and manage workflows for novel and recurring large-scale document projects ensuring timely accurate and scalable execution.
  • Product & Automation Support: Partner with Product teams to improve document automation technology-supported drafting processes and overall plan document management capabilities.

Requirements

The Necessities

  • Subject Matter Expertise - Understanding of Employee Retirement Income Security Act (ERISA) Department of Labor (DOL) Internal Revenue Service (IRS) regulations
  • At least 5 years of experience in qualified/non-qualified plans including sales support design consultation document drafting and non-discrimination testing
  • Keen attention to detail deadlines and customer service needs along with strong communication skills
  • Collaborative approach with internal stakeholders and with clients to clearly communicate the process timing and plan design considerations of new amended and restated plans
  • Strong commitment to proactively managing workload
  • Proficiency with Excel and Microsoft Office suite; Google Workspace; cloud-based client portals and internal network drives

The Extras

  • Knowledge of one or more plan document drafting systems (e.g. FT William Datair ASC Sungard Relius)
  • Knowledge of Application Programming Interface (API) functionality
  • Experience with SalesForce or similar Customer Relationship Management (CRM) software
  • Qualified 401(k) Administrator (QKA) or higher credential from ASPPA or equivalent career experience


This role will be based in either the New York City Austin King of Prussia or Scottsdale office and will be part of Vestwells hybrid in-office operation. For exceptional candidates were open to hiring this role fully remote.

The expected base salary range for this position is $75K - $85K plus performance base bonus. This position is eligible to participate to receive new hire equity in the Company. Please note that salary bands are based on NY and other similar metro areas and may differ based on where the role is ultimately hired.

OUR BENEFITS

Were an innovative high-growth company with an exciting future ahead. At Vestwell we prioritize employee wellbeing through comprehensive health benefits generous time off and a dedicated Employee Wellbeing Committee. Our hybrid work model offers flexibility while providing access to our collaborative offices in Midtown Manhattan Austin King of Prussia and Scottsdale. And of course as a company focused on helping people save for the future we offer a competitive 401(k) plan.

OUR PROCESS

Our interview process starts the same for every candidate with 1-2 introductory conversations to learn more about your background interests and what youre looking for while also giving you the opportunity to learn more about Vestwell and the team. From there the process varies by role but typically includes a skills or experience-based assessment such as a coding interview portfolio review or deeper discussion of your relevant experience. Successful candidates then move on to a virtual or in-person interview panel. Before extending an offer we complete a reference check with a current or former manager and a peer. Throughout the process we prioritize transparency clear communication and minimizing surprises.

For your awareness you will only receive correspondence from any other domain not ending not our Recruitment team.

VestwellsPrivacy Policy.Attention California residents: In the course of conducting our business and complying with federal state and local government regulations governing such matters as employment tax insurance etc. we must collect Personal Information from you. Should you accept employment with Vestwell you may view our California Privacy Rights Act here:Vestwells California Privacy Rights Policy.


Required Experience:

Senior IC