Gusto

Head of Onboarding and Professional Services – Subscription Sales

Gusto

full-time

Posted on:

Location Type: Hybrid

Location: New York City • Colorado, New York • 🇺🇸 United States

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Job Level

Lead

About the role

  • Lead and coach a team of 12 People Empowerers managing ~115 onboarding specialists
  • Drive excellence across inbound, outbound, specialized, and enterprise onboarding functions
  • Foster a culture of accountability, continuous improvement, and customer-first problem solving
  • Partner cross-functionally with Growth, Revenue Operations, Sales, Partnerships, Marketing, and Growth to streamline processes and drive growth
  • Leverage data and reporting tools to identify opportunities, measure impact, and improve team efficiency and effectiveness
  • Champion new ideas and solutions, helping shape the future of onboarding at Gusto and ushering new AI
  • Model Gusto values by empowering people, encouraging dissenting opinions, and ensuring all voices are heard

Requirements

  • 10+ years of relevant Sales Implementation and Onboarding experience
  • At least 5+ years leading teams and leaders
  • Familiarity with building and scaling onboarding and implementation organizations leveraging chat tools, tiered pricing options, and collaboration with workforce management teams
  • AI Fluidity and curiosity - eagerness to learn how to leverage AI within the customer onboarding journey
  • Strong initiative with a track record of taking ownership and accelerating progress of key initiatives
  • Ability to think critically, voice dissent with clear reasoning, and propose actionable solutions
  • High accountability and a drive for excellence
  • Experience building, adapting, and scaling sales and onboarding teams in high growth environments
Benefits
  • Gusto offers health insurance
  • 401(k)s
  • Expert HR
  • Team management tools
  • Total Rewards philosophy (see company Total Rewards)
  • Hybrid work expectations for employees based in Denver, San Francisco, and New York (approximately 2-3 days per week in office)
  • Physical office spaces in Denver, San Francisco, and New York City
  • Commitment to a collaborative and inclusive workplace
  • Reasonable accommodations for qualified individuals with disabilities and disabled veterans

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
Sales ImplementationOnboardingData AnalysisProcess ImprovementAI IntegrationTeam LeadershipCustomer OnboardingCollaborationWorkforce Management
Soft skills
CoachingAccountabilityCritical ThinkingProblem SolvingInitiativeOwnershipCommunicationAdaptabilityCuriosity