Role Description Make the complex case for the most technical platform in Litigation AI. This role owns technical credibility in the enterprise sales cycle. You will partner with Strategic Sales Executives to: - Run discovery - Design proof-of-concept workflows - Deliver demos tied to specific buyer problems - Answer technical questions from legal IT, security, and compliance teams We are looking for someone who can build and explain — who understands how AI systems work, how legal data environments are structured, and how to translate both for a General Counsel who has never touched a command line. Domain knowledge in eDiscovery or legal tech is a strong advantage. What you will do - Own technical discovery: - Identify the buyer's technical environment, integration requirements, security posture, and implementation constraints before the demo. - Deliver problem-first demos: - Build and present demonstrations tied to the specific matter workflow, data type, and buyer pain — not a feature tour. - Run proof of concept: - Design and execute POC engagements that answer the technical objections that block deals. - Support security and compliance review: - Navigate VSQ processes, security questionnaires, and IT review cycles at AmLaw firms and Fortune 500 accounts. - Build reusable assets: - Document discovery frameworks, demo environments, and POC templates. The next SA should inherit a better toolkit. Qualifications - Technical depth and communication range: You can explain a vector database to a senior engineer and explain why it matters to a General Counsel — in the same conversation. - Enterprise pre-sales experience: You have supported complex sales cycles, not just product demos. You know what a security review looks like from both sides. - Problem-framing discipline: You do not demo features. You demonstrate outcomes tied to specific buyer problems. - Legal domain fluency: You understand eDiscovery workflows, litigation data structures, and why legal buyers care about privilege, chain of custody, and data residency. - Builder instinct: Hands-on experience with code, data pipelines, or infrastructure is a strong differentiator. Requirements - 3+ years of enterprise pre-sales, solutions engineering, or technical consulting experience. - Demonstrated delivery of technical demos and proof of concepts in complex, multi-stakeholder cycles. - Experience with AI/ML platforms, data infrastructure, or legal technology preferred. - Ability to navigate security and compliance review processes (SOC 2, ISO 27001, VSQ) is a strong plus. - Bachelor's degree in computer science, engineering, or a related technical field preferred. Benefits - Compensation: $175,000, variable comp, + equity options. - Medical, dental, vision, and voluntary insurance options. - Vacation, sick leave, and paid holidays. - Access to benefit counselors and fitness class reimbursements. - Annual learning and development budget and real career growth in a fast-scaling organization. Company Description Syllo is defining the Litigation AI category. We are the first unified platform designed to autonomously manage the entire litigation lifecycle end-to-end. Founded in 2019 by a team of litigators and engineers, Syllo enables legal teams to securely harness the power of AI across any matter, regardless of complexity or scale. Our technology supports Fortune 500 companies and AmLaw 200 firms managing their most complex litigation portfolios. Awarded ILTA Transformative Project of the Year and ALM eDiscovery Technology of the Year for 2026, we are the market leader in enterprise-grade litigation AI. Backed by top-tier VCs, we are at a clear inflection point — the team has doubled in the last six months and growth is accelerating.