Litigation AI Training Lead - Syllo

About Syllo

Syllo is a software company in the legal space offering an AI-powered litigation workspace that enables lawyers to safely harness the power of language models. Used by top global law firms and prestigious law schools, Syllo is a lean, fast-moving, multi-disciplinary company led by exceptional lawyers and engineers.

Role Overview

As the AI Workflows Training Lead, you will join the training department to 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 operations 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 tailored to different user personas, accounting for technical fluency, role responsibilities, and daily workflows.
• 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

Syllo encourages candidates to apply even if they only meet some of these qualifications, especially those from non-traditional backgrounds.

• 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 is a plus.

Core Capabilities

• Subject Matter Depth: Understand how Syllo's AI features work and explain them plainly to legal users.
• Curriculum Thinking: Design learning experiences that build skill, not just awareness.
• Pace: Keep training content current as the product evolves.
• Collaboration: Work effectively with product, engineering, and client account teams to anticipate client needs.
• Communication: Adapt your register appropriately for different audiences.

Compensation & Benefits

• Salary Range: $130,000 – $160,000 USD (negotiable based on qualifications, with potential for higher range for exceptional candidates).
• Total Package: Includes equity and benefits.