RemoteLeaf Logo
Log in Sign up

Principal Product Manager, Agentic Benefits Operations

1 month, 3 weeks ago
United States, Canada
Full-time
Senior
Product Manager
Product Management
Apply Now
Gusto

Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. They offer full-service payroll, health insurance, 401(k)s, expert HR, and team management tools. With a mission to create a world where work empowers a bet...

Professional Services
1K-5K
Founded 2011
$746M raised
View All Jobs 8

Description

  • Lead long-term product strategy for the benefits administration platform and adjacent PEO offering.
  • Drive research, define customer and market positioning, and shape product direction.
  • Identify the investments and internal capabilities needed for long-term success.
  • Translate strategy into actionable guidance that informs company-wide planning and execution.
  • Focus the organization on the highest-leverage decisions and priorities across functions.
  • Partner with Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to build alignment.
  • Step into highest-priority gaps by clarifying requirements, launching strategic initiatives, and supporting execution.
  • Work across agentic workflows, customer-facing experiences, internal tooling, and carrier integrations.
  • Help deliver outcomes that improve benefits implementation, enrollment fulfillment, and customer status visibility.

Requirements

  • 8+ years of product management experience.
  • Additional professional experience leading large, complex, cross-functional initiatives.
  • Experience as a systems thinker working on AI-driven workflows, operations platforms, or process transformation.
  • Benefits experience is preferred but not required.
  • Strong strategic thinking across customer needs, product design, internal operations, pricing, and go-to-market.
  • Excellent communication and storytelling skills.
  • Ability to make complexity understandable and actionable.
  • Bias toward action and comfort operating without a clear playbook.
  • Willingness to drive meaningful progress on long-term company priorities.

Benefits

  • Competitive base pay of $179,000–$224,000 per year in Denver and most major metro locations.
  • Competitive base pay of $210,000–$263,000 per year in San Francisco, Seattle, and New York.
  • Full-time employees receive benefits and equity (RSUs).
  • Office-based employees in Denver, San Francisco, and New York work on designated in-office days approximately 2–3 days per week.
  • Remote team members are supported across the US and Canada, where role eligibility allows.
  • Reasonable accommodations are available for qualified individuals with disabilities and disabled veterans during the application process.

Interested in this position?

Apply directly on the company website

Apply Now

Similar Roles

Valtech

Forward Deployed Product Manager

Valtech 5K-10K Professional Services

Valtech is hiring a role focused on creating innovative digital experiences and supporting client and colleague collaboration across Quebec and beyond.

Canada Full-time Mid Level Product Manager
Agile
1 hour, 13 minutes ago
FutureSight

Co-Founder & CEO - AI Content Intelligence & Publishing Engine

FutureSight 11-50 Internet Software & Services

FutureSight is seeking a Co-Founder & CEO to launch and scale InfluTracker, an AI-native content intelligence and publishing venture that turns fragmented information into structured insights and ready-to-publish content.

Canada Executive AI (Artificial Intelligence) Product Manager
LLM
1 hour, 33 minutes ago
3Pillar Global

Product Manager - 3 months contract (B2B)

3Pillar Global 1K-5K Internet Software & Services

3Pillar is hiring a remote Product Manager in Romania for a 3-month B2B contract to lead client-facing product delivery on mission-critical software products with global teams.

Romania Contract Mid Level Product Manager
Agile
2 hours, 52 minutes ago
Stripe

Staff Product Manager, Local Processor Acquiring

Stripe 5K-10K Diversified Financial Services

Stripe is hiring a Product Manager for Local Processor Acquiring to drive global market expansion by building and launching local payment capabilities across emerging markets.

Spain Full-time Lead Product Manager
Google Tag Manager SQL
3 hours, 9 minutes ago

You're on a roll! Sign up now to keep applying.

Sign Up

Already have an account? Log in

Used by 14,729+ remote workers