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AI Revenue Enablement Specialist

Justworks is a mission-driven HR platform focused on helping businesses run with confidence. The GTM Readiness team is building an AI-enabled enablement function that delivers scalable, just-in-time learning to revenue teams; they are seeking an AI Revenue Enablement Specialist to design, automate, and distribute AI-generated enablement content and to build the enablement infrastructure that measures impact on rep performance.

Skills

  • Hands-on experience with generative AI tools (ChatGPT, Synthesia, Cassidy.ai, Spekit, Second Nature)
  • Experience managing LMS/CMS and enablement stacks
  • Automation and workflow design across Slack, Salesforce, and email
  • Analytics-driven mindset to measure content impact on rep performance
  • Strong stakeholder management and project management skills

Responsibilities

  • Develop and repurpose enablement content using generative AI into multi-format assets (tooltips, emails, videos, LMS modules, simulations).
  • Design, test, and iterate AI prompts to ensure accuracy, tone alignment, and audience relevance.
  • Build automated delivery workflows pushing just-in-time learning via Slack, LMS, Salesforce, and email.
  • Maintain and optimize the enablement systems stack (LMS/CMS, Highspot, Wisetail, Second Nature, etc.).
  • Define content governance, taxonomy, tagging and version control in partnership with SMEs.
  • Partner with Revenue Ops and BI to surface engagement and effectiveness metrics and develop performance dashboards.

Education

  • Bachelor's degree or equivalent experience in business, instructional design, information systems, or related field preferred
  • Relevant certifications or coursework in AI, enablement, or learning design a plus

Benefits

  • Comprehensive health, dental, and vision benefits
  • Wellness program offerings and company retreats
  • Competitive paid time off and paid holidays
  • 401(k) or retirement plan options
  • Inclusive workplace with reasonable accommodation support
  • Learning and development opportunities and access to leadership in the startup community
To read the complete job description, please click on the ‘Apply’ button

Average salary estimate

$128100 / YEARLY (est.)
min
max
$122000K
$134200K

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We started Justworks to free entrepreneurs to focus on what matters: growing their business and creating a better place to work.

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CULTURE VALUES
Rise from Within
Growth & Learning
Transparent & Candid
Diversity of Opinions
SENIORITY LEVEL REQUIREMENT
TEAM SIZE
SALARY RANGE
$122,000/yr - $134,200/yr
EMPLOYMENT TYPE
Full-time, hybrid
DATE POSTED
August 21, 2025
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