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Head of Customer Self-Service Onboarding, Sales

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. Define the learning strategy for seller onboarding, connecting seller needs with clear learning objectives, content, and measures of success .

Posted 11/4/2026full-timeRemote • California • United StatesLead💰 $207,400 - $311,200 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in instructional design, curriculum development, and building scalable digital learning programs. Proficient in utilizing learning analytics to enhance onboarding experiences and drive product adoption.

Highest-signal resume keywords
Instructional DesignDigital Learning ProgramsLearning Management SystemsContent Production ProcessesAnalytical Skills

ATS Keywords

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Applicant Tracking System Keywords

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

Hard Skills
Curriculum DevelopmentTask-Based LearningModular Course ProductionVideo Tutorial CreationInteractive Learning DesignWebinar DevelopmentLearning AnalyticsContent ManagementQuality ReviewLocalization
Soft Skills
Strong Writing SkillsStorytelling AbilityDecision-MakingStakeholder AlignmentProgram Leadership
Tools & Technologies
Digital Authoring ToolsLearning Management SystemsContent Management Platforms
Industry Keywords
Customer EducationSelf-Service OnboardingSales OrganizationProduct AdoptionLearning Engagement

About the role

Key responsibilities & impact
  • Define the learning strategy for seller onboarding, connecting seller needs with clear learning objectives, content, and measures of success
  • Design and launch modular learning paths, short-form videos, interactive tutorials, setup guides, webinars, and on-demand courses
  • Adapt learning paths to different business types, products, roles, and levels of technical experience
  • Develop outlines, scripts, storyboards, and sample modules while guiding contributors and production partners
  • Guide product and operational decisions for a self-service onboarding portal
  • Translate seller research and learning needs into requirements for navigation, content discovery, guided setup, and personalized recommendations
  • Partner with Product, Design, and Engineering to prioritize features, evaluate tradeoffs, test prototypes, and launch improvements
  • Define how sellers move between independent learning, live education, and assisted onboarding
  • Establish ownership for publishing, maintaining, and improving the portal after launch
  • Partner with Sales and Onboarding to introduce relevant learning throughout the purchase, setup, and first-use journey
  • Develop recommendations, communications, and reminders to help sellers complete key tasks
  • Build scalable live training programs, including webinars and group sessions
  • Measure setup progress, time to first use, product adoption, seller confidence, and demand for assisted support
  • Use learning analytics, seller research, support questions, and experiments to identify where sellers get stuck
  • Test and improve content formats, learning paths, and portal experiences
  • Evaluate AI-assisted guidance and content tools with standards for accuracy, privacy, and human review

Requirements

What you’ll need
  • Extensive experience building customer education, digital learning, or self-service onboarding programs at scale
  • Experience supporting a high-velocity sales organization is ideal
  • Track record of taking customer-facing learning programs from concept to launch and demonstrating improvements in onboarding or product adoption
  • Deep expertise in instructional design, adult learning, curriculum development, and task-based learning
  • Hands-on experience producing modular courses, video tutorials, interactive learning, webinars, and written guidance
  • Experience with learning management systems, digital authoring tools, content management platforms, and learning analytics
  • Strong product judgment and experience partnering with Product, Design, and Engineering on customer-facing portals or digital learning experiences
  • Experience building content production and maintenance processes, including quality review, accessibility, localization, and version control
  • Analytical skills and ability to connect learning engagement with customer behavior and business outcomes
  • Strong writing and storytelling skills, with ability to make complex concepts clear and actionable
  • Ability to lead complex programs across teams without direct reporting authority, make decisions independently, and align senior stakeholders

Benefits

Comp & perks
  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning
  • Reasonable accommodations throughout the recruitment process