• Develop clear, compelling, enterprise-aligned storytelling for AI and Data vision, priorities, and impact. • Provide strategic communications counsel to AI and Data leaders, including messaging, positioning, engagement, and thought leadership. • Translate complex AI, data, and digital topics into accessible, credible communications for diverse audiences. • Lead integrated communications plans across internal and external channels aligned with enterprise priorities. • Oversee executive communications (talking points, presentations, Q&A, briefings, town halls, engagement materials). • Drive communications strategies to support AI tool awareness, adoption, and responsible use. • Partner cross-functionally (change, HR, tech, training, business) to support AI initiatives and adoption. • Support external thought leadership and ensure messaging consistency across social media. • Anticipate and advise on reputational, legal, compliance, and stakeholder considerations. • Measure effectiveness and use insights to improve engagement, adoption, and clarity. • Lead complex, cross-functional workstreams, including planning, alignment, timelines, and execution. • Manage agencies and cross-functional teams to deliver integrated programs with clear outcomes.

Role 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. - 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 - 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 Requirements - 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 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.

• Serve as a senior AI security subject matter expert for customers, prospects, partners, and internal teams • Help articulate Cyera’s AI security vision, platform value, and differentiated technical approach in customer-facing engagements • Engage in high-impact opportunities where deeper AI expertise can materially improve technical credibility, positioning, or deal quality • Partner with Field CTOs on the largest and most strategic engagements, while also independently leading AI-focused technical workstreams across the field • Work directly with customer technical and executive stakeholders to understand AI initiatives, governance challenges, risk posture, and architectural requirements • Lead AI-focused discovery sessions, technical deep dives, workshops, and strategic POV design • Design and deliver compelling AI security demos, solution narratives, and proof-of-value approaches that align with customer priorities • Improve the technical rigor and repeatability of AI-focused POVs and evaluations • Bring structured field insight back into Product and Engineering based on strategic customer engagements • Partner closely with PMM on AI security messaging, positioning, launches, and technical narrative • Help elevate customer conversations from narrow use cases to broader platform and strategic outcomes

• Work alongside senior team members to assess business workflows • Build and iterate on AI automations and lightweight applications • Participate in coaching sessions with business team members • Maintain clear documentation for the tools and workflows • Test AI tools before they go to users • Track and report on business team members' AI skill development • Research emerging AI tools and platforms • Follow AI governance guidelines and collaborate with IT and Security