Syllo

• Serve as the first point of contact for inbound client support requests, responding promptly and professionally across all support channels • Troubleshoot product questions and technical issues, escalating to engineering or product teams through the appropriate process when needed • Develop deep expertise in the Syllo platform and serve as a product knowledge resource for clients and the CS team • Conduct live troubleshooting sessions and product walkthroughs with clients to resolve issues and build platform confidence • Write and maintain help content including articles, guides, and FAQs that address common client questions and product workflows • Partner with the other Customer Success teams to flag recurring issues and surface client feedback to the product team • Document solutions and contribute to the internal knowledge base to reduce repeat inquiries and support team scaling • Participate in product testing and share results with engineering and product management in a timely manner

• Lead the design and development of our production inference platform. • Define the technical roadmap for inference infrastructure, model serving, and runtime optimization. • Build and operate scalable, cost-effective systems for serving large language models in production. • Evaluate and integrate modern inference technologies, frameworks, and serving runtimes. • Optimize latency, throughput, GPU utilization, memory efficiency, and infrastructure cost. • Develop systems for model deployment, traffic routing, autoscaling, scheduling, observability, and operational excellence. • Partner with ML engineers to productionize new models and inference techniques. • Establish benchmarking methodologies to evaluate new models, runtimes, and hardware. • Make key architectural decisions around when to build internally versus leverage open-source or commercial solutions. • Mentor engineers as the team grows and help establish engineering best practices for AI infrastructure.

• Own the QA Strategy • Own and evolve Syllo's overall quality assurance strategy. • Establish scalable QA processes that support rapid, high-confidence releases. • Define quality standards, release criteria, and testing best practices across the organization. • Continuously improve how quality is measured, communicated, and maintained. • Identify opportunities to shift quality earlier in the development lifecycle through better tooling, automation, and process. • Lead Automation • Set the technical direction for our automated testing strategy. • Design, build, and maintain automated testing frameworks that integrate seamlessly into our CI/CD pipeline. • Evaluate and implement the tools, frameworks, and architecture that best support long-term quality and engineering velocity. • Continuously expand automated test coverage while reducing manual testing effort. • Drive the evolution of our automation capabilities as our product and engineering organization scales. • Champion Quality • Develop a deep understanding of customer workflows, product functionality, and business priorities. • Think like a customer, proactively identifying edge cases, failure modes, and usability issues before they reach production. • Distinguish true release blockers from lower-priority defects, balancing quality with execution speed. • Partner with Product to recommend improvements that enhance the customer experience, not just eliminate bugs. • Lead Cross-Functional Quality • Champion quality across Engineering, Product, Customer Success, Product Operations, and other cross-functional partners. • Coordinate testing efforts across teams while maintaining clear ownership and accountability. • Partner with Customer Success to reproduce complex customer issues, translate them into actionable test cases, and validate fixes before release. • Influence engineering and product teams to continuously improve quality throughout the software development lifecycle. • Leverage AI to Modernize QA • Evaluate and implement AI-powered workflows that improve testing efficiency, including generating test cases, maintaining automation, accelerating exploratory testing, analyzing failures, identifying regression risk, and increasing release confidence.

• Own the iterative creation, revision, and execution of content across its full lifecycle • Produce external sales and marketing materials, including sales decks, one-pagers, information sheets, ads, and social content • Create polished presentations with clear structure and formatting, and rapid turnaround • Write blogs, case studies, and website content • Create targeted, compelling social media content and paid-channel copy • Author scripts for video and multimedia content • Create internal enablement, training, and informational resources for the Syllo platform • Manage content execution end-to-end: drafting, incorporating feedback, and publishing across channels.

• Own cloud cost efficiency end-to-end by championing FinOps initiatives that drive cost visibility, accountability, and sustained reductions in unit cost as we scale. • Provide technical leadership and mentorship especially around socializing the FinOps mindset across the broader Engineering team. • Design, implement, and manage scalable cloud-based infrastructure using Kubernetes, Pub/Sub, and other relevant technologies. • Collaborate with our AI team to optimize data pipelines and integrate AI technologies to remove performance bottlenecks. • Refactor existing systems to enhance scalability, including transforming stateful components into stateless ones, and applying extensive autoscaling and auto-repair mechanisms. • Drive platform reliability initiatives, including enhancing alerting, health checking, and incident management. • Ensure the platform meets rigorous testing and security standards to maintain data integrity and security. • Participate in an on-call rotation to ensure meeting SLAs.

Role Description Build the system that makes every rep on the team dangerous faster. This role owns sales enablement at Syllo — the onboarding programs, training curricula, playbooks, and tools that allow the GTM team to ramp faster, qualify better, and close more consistently. You sit between Sales, Marketing, and Product, translating market intelligence and product capability into content and coaching that changes what reps do on Monday morning. - Syllo's sales motion is complex. - The buyer is a sophisticated legal professional. - The product has technical depth. - The competitive landscape is evolving. - The Enablement Manager ensures that every rep can tell the Syllo story credibly, qualify a deal rigorously, and run a discovery conversation that earns a second meeting. We are looking for someone who has built enablement programs at enterprise SaaS companies, measures success in rep performance rather than content volume, and treats every training session as a behavior change problem, not a knowledge transfer exercise. What you will do - Own onboarding: Design and run the new hire onboarding program for AEs, BDRs, and SEs. A rep finishing onboarding should be able to run a discovery call and tell the Syllo story without coaching. - Build and maintain playbooks: Develop the qualification playbook, discovery framework, competitive battle cards, and objection handlers the team uses in the field. Keep them current. - Run ongoing training: Design and deliver recurring training sessions tied to specific skill gaps, product updates, or competitive developments — not a monthly all-hands slide deck. - Measure rep readiness: Define and track the metrics that distinguish a rep who has completed training from one who has actually changed behavior. Certifications, call scoring, and pipeline quality all count. - Partner with Sales leadership: Align the enablement roadmap to the Sales Director's priorities. Enablement that does not serve the business need is noise. - Equip the full GTM team: Support AEs, BDRs, and SEs with differentiated content and skills development appropriate to each role and sales stage. Qualifications - 4–6 years in sales enablement, sales training, or a GTM-facing role at a B2B SaaS company. - Demonstrated experience building and measuring enablement programs for enterprise sales teams. - Proficiency with enablement tools (Highspot, Seismic, Gong, or comparable) and CRM platforms. - Experience with MEDDPICC or a comparable qualification methodology required. - Legal tech or professional services domain experience is a strong advantage. - Bachelor's degree required. Requirements - Enablement program design: You have built onboarding and ongoing training programs for enterprise B2B sales teams — from competency framework through delivery and measurement. - Sales process fluency: You understand MEDDPICC, discovery methodology, and enterprise sales cycles from the inside. - Content development: You write clearly and compellingly. Playbooks, battle cards, and objection handlers from you are actually used. - Adult learning methodology: You design training for behavior change, not knowledge transfer. - Cross-functional influence: You align Sales, Marketing, and Product around the enablement roadmap without direct authority over any of them. - Measurement discipline: You track metrics that connect to revenue outcomes — ramp time, pipeline conversion, win rate — not training completion rates. Benefits - Compensation: $160,000-$190,000 + 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. Equal opportunity employer We celebrate diversity and are committed to creating an inclusive environment for all employees. We provide a fair and accessible hiring process. If you require accommodations during the application or interview stage, please let us know.

Role Description Syllo is seeking a Director, Value Engineering to help law firms and corporations realize the full value of the unified Syllo platform. Reporting to the EVP of GTM and working closely with Sales, Sales Directors, and the Managing Director, Sales, this leader will build the financial and strategic narrative behind Syllo's platform — from profitability modeling and deal scoping to executive-level briefings with our most sophisticated clients. - Quantify value: Partner directly with the sales team to build and present tailored profitability and ROI models that quantify the value of Syllo's platform. - Conduct deep discovery: Perform in-depth discovery into a prospect's current workflows, cost structure, and case economics, translating findings into compelling, data-backed business cases. - Deliver executive briefings: Design and deliver executive-level briefings and business case presentations for C-suite and Big Four-caliber decision-makers at law firms and corporations. - Scope and structure deals: Help Sales appropriately scope and structure deals, ensuring pricing and packaging align with the value delivered and each client's success criteria. - Scale value selling: Build reusable value frameworks, ROI calculators, and business case templates to scale value-selling across the sales organization. - Collaborate cross-functionally: Partner with Product, Marketing, and Customer Success to ensure value messaging is consistent from first pitch through renewal and expansion. - Serve as a trusted advisor: Help strategic accounts build internal buy-in and secure budget for their Syllo investment. - Refine frameworks: Continuously refine value models based on deal outcomes, client feedback, and evolving market dynamics. Qualifications - 5+ years of experience in Value Engineering, management consulting, financial analysis, or a similar value-focused discipline within enterprise software/SaaS. - Proven track record of building and presenting financial/ROI models. - Experience in legal tech or professional services economics is a strong plus. - Advanced Excel/modeling proficiency required. - Bachelor's degree required. Requirements - Value engineering expertise: Proven experience in Value Engineering, management consulting, financial analysis, or a similar value-focused discipline within enterprise software/SaaS. - Financial modeling: Proven ability to build and present financial and ROI models, including profitability and business case analysis, to senior and executive stakeholders. - Executive presence: Comfort delivering Big Four-caliber executive briefings and presentations to C-suite audiences. - Analytical mindset: Ability to translate complex data into clear, compelling narratives. - Cross-functional leadership: Demonstrated success partnering cross-functionally with Sales, Product, Marketing, and Customer Success. - Legal domain curiosity: Experience in legal tech, eDiscovery, or the legal industry is a plus. Benefits - Compensation: $180,000-$225,000 + equity options. - Benefits: Medical, dental, vision, and voluntary insurance options. Vacation, sick leave, and paid holidays. Access to benefit counselors and fitness class reimbursements. - Growth: Annual learning and development budget and real career growth in a fast-scaling organization.

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.

Role Description In this role, you will design and lead change management strategies that help law firms and corporate legal departments successfully adopt and scale their use of Syllo. You will work directly with strategic clients at all levels of their organization, and partner internally with Sales, Account Management, and Training to ensure transformation efforts are aligned with the broader client relationship and drive measurable adoption. - Design and execute enterprise-wide change management strategies: - Address the people, process, and technology dimensions of adoption. - Serve as a trusted advisor: - Engage stakeholders at all levels of a client organization, from practicing attorneys and legal operations teams to General Counsel and C-suite executives. - Partner on transformation: - Collaborate with Sales and Account Management to identify transformation opportunities and support the change management components of the sales and renewal process. - Drive enablement: - Partner with the Training team to design and deliver enablement programs, communication plans, and adoption strategies. - Develop readiness assessments: - Create stakeholder maps and tailored communication plans that reflect each client's organizational structure and culture. - Manage resistance: - Identify sources of organizational resistance and design targeted interventions to drive adoption and long-term value realization. - Lead in-person engagement: - Travel to client sites (up to 50%) to lead workshops, training sessions, and executive briefings. - Refine methodology: - Continuously improve Syllo's change management playbooks based on client outcomes and industry best practices. Qualifications - Demonstrated ability to build relationships and influence stakeholders at all levels of an organization, from end users to executive leadership. - Strong skills partnering across Sales, Account Management, and Training/Enablement functions. - Excellent communication, facilitation, and executive presence. - Proven ability to lead transformation initiatives and think about change holistically. Requirements - 10+ years of experience in change management, organizational transformation, or a related discipline. - Proven experience leading transformation initiatives within legal departments, law firms, or professional services organizations. - JD or background at a Big Four consulting firm is a plus. - Willingness and ability to travel up to 50% of the time. - Qualified to work in and resident in the United States. - Able to work in a remote environment. Benefits - Compensation: $180,000 - $225,000, depending on experience. - 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.

Role Description Own the expansion motion and protect the revenue base that funds our growth. This role leads Syllo's account management function — responsible for net revenue retention, expansion ARR, and the health of relationships with our most strategic customers. You will build and lead the AM team, establish the playbooks for expansion selling and executive relationship management, and own the number that measures whether our customers stay and grow. Syllo's growth equation depends on compounding expansion ACV as much as new logo acquisition. The Managing Director of Account Management is the owner of that equation — accountable for identifying expansion opportunities, building champions, navigating renewal risk, and ensuring that every customer is positioned to grow into the full platform. We are looking for a leader who treats account management as a revenue discipline, not a service function. Someone who has built expansion playbooks, hired and developed AM talent, and held a team accountable to a net revenue retention number with the same rigor as a sales target. What you will do - Own net revenue retention and expansion ARR: Set the target, build the forecast, and deliver the number. Expansion is a sales motion — run it like one. - Build and lead the AM team: Hire and develop Account Managers with the commercial instincts and legal domain knowledge to operate at AmLaw 200 and Fortune 500 accounts. - Define the expansion playbook: Establish the framework for identifying expansion signals, advancing champion relationships, navigating multi-stakeholder renewals, and closing upsell. - Manage strategic accounts directly: Maintain executive relationships at the most complex accounts. Sponsor critical renewal and expansion conversations. - Partner with CS and Sales: Align with Customer Success on health signals and adoption data, and with Sales on cross-sell motion into new practice groups or business units. - Surface market intelligence: Your accounts are Syllo's closest signal on product gaps, competitive exposure, and category evolution. Bring that intelligence to the leadership team. Qualifications - 8+ years of enterprise SaaS account management or customer success experience, including 3+ years in a leadership role. - Demonstrated ownership of net revenue retention or expansion ARR targets at a high-growth B2B SaaS company. - Track record of building expansion playbooks and managing AM teams with commercial accountability. - Experience managing enterprise accounts at law firms or Fortune 500 legal departments is a strong advantage. - Bachelor's degree required. MBA is a plus. Requirements - Expansion revenue ownership: You have owned a net revenue retention or expansion ARR target — not managed accounts as a support function. You know the difference. - Account management leadership: You have built and managed AM teams with clear quota structures, pipeline discipline, and coaching cadences. - Executive relationship depth: You build relationships with General Counsel, CLO, and litigation leadership — not just operational contacts — and you sustain them through contract cycles. - Renewal risk management: You identify at-risk accounts early, diagnose the root cause, and build a recovery plan before the conversation becomes a negotiation. - Legal domain fluency: You understand how law firms and in-house legal departments evaluate, renew, and expand technology relationships — the internal politics, the budget cycle, and the procurement process. - Commercial rigor: You apply the same qualification and inspection discipline to expansion opportunities that a strong AE applies to new logo deals. Benefits - Compensation: $225,000 + equity options. - Benefits: Medical, dental, vision, and voluntary insurance options. Vacation, sick leave, and paid holidays. Access to benefit counselors and fitness class reimbursements. - Growth: Annual learning and development budget and real career growth in a fast-scaling organization.