AI Workflows Training Lead

Syllo

$130K — $160K *
Legal & Accounting
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years of litigation experience (JD preferred)
  • Strong presentation skills for diverse audiences
  • Experience with training and curriculum design focused on AI tools
  • Previous training of legal professionals is a plus
  • Ability to rapidly learn and explain new software features
  • Experience working with product or engineering teams
  • Familiarity with LMS and video production tools is advantageous

Responsibilities

  • Design and maintain AI workflow training curriculum
  • Deliver live and recorded training sessions for users
  • Create tailored enablement content for various user personas
  • Update training materials in line with platform changes
  • Collaborate with Instructional Designer on training assets
  • Identify client AI adoption gaps and propose training solutions

Benefits

  • Flexible remote work environment
  • Opportunities for professional development and growth
  • Collaborative team culture with multifaceted roles
  • Potential exposure to cutting-edge AI technology
  • A supportive atmosphere for diverse career backgrounds
Full Job Description
We are seeking an AI Workflows Training Lead to join our training department. In this role, you own the content and delivery of all AI workflow training for both internal teams and external clients. You will translate complex AI functionality into practical instruction for paralegals, attorneys, and legal ops professionals.

Key responsibilities
• Design, build, and maintain the AI workflows curriculum for both internal and external audiences
• Deliver live training sessions and recorded modules covering Syllo's AI workflow features
• Develop enablement content specifically suited for different user personas, accounting for differences in technical fluency, role responsibility, and daily workflow
• Regularly update training materials to align with Syllo platform updates
• Collaborate with the Instructional Designer on the production of scalable training assets
• Identify gaps in client AI adoption and recommend targeted training interventions to client account teams.

Qualifications
Note: this is a wish list. Please do not hesitate to apply if you only have some of these qualifications, especially if you come from a less traditional background. We value both current skills and proven potential, and will give you an opportunity to present your best foot forward as part of our hiring process.
• 3+ years of experience in litigation (JD preferred)
• Strong presentation skills and comfort presenting to mixed-expertise audiences, from legal technology directors to practicing attorneys
• Experience with training, curriculum design, or technical enablement, with direct exposure to AI-powered tools or workflows
• Experience training legal audiences (attorneys, paralegals, legal ops) is a strong plus
• Ability to learn new software capabilities quickly and translate them into clear instructional content
• Experience collaborating with product or engineering teams to track and interpret feature releases
• Familiarity with LMS platforms, video production tools, and learning asset formats a plus
Capabilities
• Subject matter depth: you understand how Syllo's AI features work and can explain them plainly to legal users
• Curriculum thinking: you design learning experiences that build skill, not just awareness
• Pace: you keep training content current as the product evolves
• Collaboration: you work effectively with product, engineering, and client account teams
to stay ahead of what clients need to know
• Communication: you adapt your register for the audience in front of you

Compensation will be negotiated based on your qualifications and experience, with a salary range of $130 - 160K, with potential for a higher range for exceptional candidates.

United States - Remote Pay Range

$130-$160 USD

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