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GustoGustoSan Francisco, CA

Retirement Implementation Specialist

Implementation Specialist managing end-to-end onboarding and conversions for 401(k) plans on the Gusto platform. Requires 4+ years experience, strong client-facing skills, and deep knowledge of SaaS/Finance/Retirement plans to guide sponsors through complex processes.

Salary not listed
Hybrid4+ YOECustomer Success

About the role

Responsibilities

  • Manage a dedicated book of business of 401(k) plans (new enterprise/starter plans, conversion plans, or both) from signing through activation, asset transfer, and first contribution processing.
  • Serve as the primary point of contact for plan sponsors and administrators via email, phone, and video, including inbound scheduling through Calendly.
  • Guide employers through pre-ready task dashboards, proactively following up to prevent stalls and keep plans on track for their plan start date.
  • Monitor and drive performance against key benchmarks including time to activate, time to ready, CSAT, and average response time.
  • For conversion plans: gather required documentation, support accurate data submission, and partner with Operations to ensure smooth asset transfers and recordkeeping transitions.
  • Partner cross-functionally with Sales, Operations, and Legal to resolve setup and compliance issues and align on client expectations.
  • Surface client feedback to product and leadership to inform platform improvements.
  • Stay current on 401(k) regulations and best practices.
  • Use AI tools to streamline workflows, improve client communications, and increase efficiency across your book of business.

Requirements

  • 4+ years of total work experience with 3+ years in client-facing implementation, account management, technical onboarding, or retirement plan administration.
  • Proven ability to manage a large, active book of business involving complex, multi-step processes simultaneously while staying organized and proactive across competing priorities.
  • Deep knowledge in one or more of the following: SaaS, Operations, or Finance.
  • Strong analytical skills and meticulous attention to detail, particularly around data accuracy and reconciliation.
  • Proficiency with Salesforce and comfort working across case management and collaboration tools in a fast-paced environment.
  • Strong communication skills across email, phone, and video with a client-first mindset.
  • Ability to identify and escalate potential setup or compliance issues early, partnering with the right internal teams to resolve them.

Nice-to-Haves

  • Startup and/or financial services experience.
  • Retirement plan experience strongly preferred.
  • Familiarity with 401(k) plans, ERISA requirements, payroll systems, bundled vs. unbundled providers, or Safe Harbor compliance.
  • RPS or CRPS designation, or active pursuit of either.
  • Experience with 401(k) regulations and best practices.

Skills

Salesforce401(K) AdministrationErisaRetirement Plan ImplementationClient OnboardingAccount ManagementData ReconciliationCompliance Management
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