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Senior Manager, Customer Enablement

4 weeks ago
North America, United States, Canada
Full-time
Lead
Training Manager
Customer and Technical Support
LLM
Apply Now
CaptivateIQ

CaptivateIQ

CaptivateIQ is the agile commission solution that simplifies sales expenses and drives business growth with automated data management and real-time earnings visibility.

Internet Software & Services
251-1K
Founded 2017
$165M raised
View All Jobs 29

Description

  • Reimagine and build an AI-native customer education and enablement engine for a SaaS environment.
  • Own and evolve the CaptivateIQ Academy, Knowledge Center, and trainer-led delivery programs.
  • Lead enablement across the customer lifecycle from onboarding through expansion.
  • Partner with Product and Design to embed contextual guidance, walkthroughs, and AI-assisted help into the product.
  • Map the customer journey to identify friction points and close gaps between confusion and clarity.
  • Surface enablement insights and customer friction patterns back to Product to inform product direction.
  • Manage, coach, and develop a cross-functional team covering content, learning experience design, training delivery, and knowledge management.
  • Build AI fluency across the team and foster experimentation tied to customer outcomes.
  • Define and track success metrics such as product adoption, feature utilization, time-to-value, support deflection, and retention influence.
  • Maintain a high-quality content operation while driving a strategic transformation of the enablement function.

Requirements

  • 6+ years of experience in customer education, enablement, or learning within B2B SaaS, with team leadership experience.
  • Proven experience transforming traditional training programs into embedded, responsive enablement models.
  • Demonstrated AI fluency with hands-on use of AI tools in content creation, delivery, or personalization workflows.
  • Strong customer-outcome orientation focused on adoption, time-to-value, and independence rather than course completions.
  • Operational rigor to manage content accuracy, cadence, stakeholder intake, and measurement.
  • Strong technical aptitude with the ability to explain complex domains such as data modeling, compensation logic, and workflow automation to non-technical customers.
  • Experience using data and metrics to connect enablement efforts to business outcomes.
  • Exceptional written and verbal communication skills with the ability to align cross-functional stakeholders.
  • Experience designing in-product learning, such as contextual interventions, embedded guidance, or AI-powered help agents, is preferred.
  • Hands-on experience with digital adoption tools such as Pendo, WalkMe, or Chameleon is preferred.
  • Familiarity with AI content generation workflows, including LLMs, AI authoring tools, or synthetic video tools such as Synthesia or HeyGen, is preferred.

Benefits

  • 100% employer coverage for medical, dental, and vision insurance for all full-time employees, with about 75% coverage for dependents.
  • Flexible vacation policy plus quarterly mental health days.
  • Annual stipends for professional development and caretaking needs.
  • Work anniversary bonuses that increase with tenure.
  • 401(k) retirement plan for U.S.-based employees.
  • Premium Apple hardware provided for work.
  • Active employee resource groups that support inclusion and community.

Interested in this position?

Apply directly on the company website

Apply Now

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