# Legal & Compliance Tech IT Product Manager **Company**: Gusto **Location**: San Francisco, CA **Work arrangement**: hybrid **Experience**: senior **Job type**: full-time **Salary**: $221,000-247,000 **Category**: IT **Industry**: Technology **Apply**: https://job-boards.greenhouse.io/gusto/jobs/8039574?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply **Canonical**: https://yubhub.co/jobs/job_3f646af4-f9e ## Description ## About the Role As a key member of Enterprise Applications IT (EAIT), the Legal Tech IT Product Manager owns the AI-first strategy, roadmap, and delivery of the enterprise applications supporting Gusto’s Legal & Compliance organization. This is an AI-forward product role: you will reimagine how legal and compliance work gets done by embedding generative AI, AI agents, and intelligent automation into systems like contract lifecycle management (CLM), matter and legal-spend management, e-signature, entity and corporate records management, legal hold and e-discovery, and governance, risk, and compliance (GRC) platforms. Acting as the primary interface between Legal & Compliance teams and EAIT delivery resources, you will translate business needs into well-defined, AI-enabled product requirements, guide solution design, and drive continuous improvement across core legal and compliance processes. ## Responsibilities ### AI-First Product Ownership & Roadmap (Legal & Compliance Technology) - Own the product vision, AI roadmap, and backlog for the legal and compliance technology portfolio within EAIT, with AI and automation as the default lens for every initiative. - Set a multi-year vision for an AI-augmented legal function, identifying where generative AI, AI agents, and automation can eliminate manual effort, accelerate cycle times, and improve quality and risk outcomes. - Align roadmap priorities with Legal & Compliance leadership, EAIT’s AI transformation strategy, and enterprise architecture standards. - Define success metrics and outcomes,including AI adoption, automation rate, accuracy, cycle-time reduction, and cost-to-serve,to measure business value and system effectiveness. ### AI, Automation & Agentic Workflows - Design and deliver generative-AI capabilities across the legal stack: AI-assisted contract drafting, review, redlining, clause extraction, and risk flagging; AI summarization of matters, contracts, and legal documents; and natural-language search across legal knowledge. - Build and productize AI agents that execute or augment core legal and compliance processes,such as legal intake triage and routing, NDA and standard-contract self-service, obligation and renewal tracking, policy Q&A, and regulatory-change monitoring. - Define and prioritize Model Context Protocols (MCPs) and integrations that securely connect legal systems (CLM, matter management, document management, GRC) to large language models and orchestration frameworks. - Apply retrieval-augmented generation (RAG) over contracts, policies, and legal knowledge bases to deliver grounded, citable answers for legal and business stakeholders. - Evaluate, pilot, and scale AI legal-tech vendors and native AI features (e.g., contract AI, AI assistants, e-discovery AI), running structured proofs-of-concept and build-vs-buy assessments. - Establish evaluation and quality processes for AI features,prompt design, model selection and tradeoffs, accuracy and hallucination testing, human-in-the-loop review, and continuous tuning. ### Business Process & Solution Design - Lead end-to-end, AI-augmented redesign of core legal workflows,contract lifecycle management, matter intake and management, outside-counsel and legal-spend (e-billing), e-signature, entity and corporate records management, and legal hold and e-discovery. - Translate business requirements into clear functional specifications and solution designs,including where AI augments, automates, or fully owns a step, and where humans stay in the loop,for EAIT delivery teams. - Ensure solutions are scalable, auditable, and aligned with data privacy, security, internal controls, and compliance standards, including protection of privileged and sensitive information in all AI workflows. ### Enterprise Applications Enablement - Partner with EAIT engineers, administrators, AI architects, and platform owners to design and deliver enhancements, integrations, MCPs, and AI agents across legal technology platforms. - Review and approve configurations, workflows, integrations, prompts, and agent designs to ensure they meet business, legal, and IT governance requirements. - Guide prioritization of enhancements, AI capabilities, upgrades, and technical-debt remediation across legal-managed platforms. ### Stakeholder Partnership & Delivery - Serve as the primary EAIT point of contact for Legal & Compliance stakeholders and as a champion for AI-first ways of working across the legal function. - Manage intake, prioritization, and delivery of requests, balancing stakeholder needs with EAIT capacity and the AI roadmap. - Lead cross-functional initiatives from discovery through deployment, ensuring clear communication, change management, and timely execution. ### Responsible AI, Controls, Privacy & Insights - Govern the full lifecycle of AI agents and MCPs in the legal domain, ensuring responsible-AI practices: guardrails, privilege protection, data governance, access controls, auditability, and human oversight. - Partner with Legal, IT risk, Security, and audit teams to ensure AI-enabled systems and processes support privacy, regulatory, and SOX-related requirements and safeguard attorney-client privilege and sensitive data. - Define and oversee KPIs and operational metrics for legal and compliance systems, including AI accuracy, reliability, adoption, and ROI. - Collaborate with data, BI, and AI teams to deliver dashboards, analytics, and AI-driven insights that support data-driven legal operations. ### Change Management, AI Enablement & Adoption - Drive successful adoption of new AI capabilities through training, documentation, prompt and playbook libraries, and hands-on change management. - Coach legal and compliance teams on safe, effective, and confident use of AI tools, and act as the subject-matter expert for legal AI and technology within EAIT, promoting best practices and standardization. ## Requirements - Bachelor’s degree in Information Systems, Business Administration, Legal Studies, or a related field. - 8+ years of experience in enterprise applications, legal operations / legal technology, business systems, or product management, with hands-on expertise supporting legal and/or compliance functions. - Demonstrated experience delivering AI-powered products or features,generative AI / large language models, AI assistants, or intelligent automation,ideally within legal, compliance, or enterprise applications, with a clear bias toward applying AI to solve business problems. - Working knowledge of leading LLM platforms (e.g., OpenAI, Anthropic, Gemini) and core GenAI techniques such as prompt engineering, retrieval-augmented generation (RAG), evaluation, and guardrails, with the ability to reason about model tradeoffs. - Familiarity with AI agent and orchestration frameworks (e.g., LangChain, CrewAI, Semantic Kernel) and Model Context Protocols (MCPs), and experience integrating AI with enterprise systems is a strong plus. - Hands-on experience with legal technology platforms such as contract lifecycle management (e.g., Ironclad, Agiloft, DocuSign CLM), matter management and e-billing (e.g., SimpleLegal, Brightflag, Legal Tracker), e-signature (e.g., DocuSign), entity management, legal hold / e-discovery, and/or GRC tools,including their native AI capabilities. - Experience evaluating, selecting, and deploying AI legal-tech vendors and running proofs-of-concept and build-vs-buy assessments. - Strong commitment to responsible, secure, and explainable AI, with experience embedding privacy, privilege protection, audit controls, and SOX-aligned governance into AI-enabled workflows. - Experience owning or managing enterprise application products within an IT or EAIT-style organization, and the ability to translate business needs into product roadmaps, functional requirements, and delivered solutions. - Strong stakeholder management skills and the ability to partner effectively across Legal, Compliance, IT, and executive leadership, with excellent written and verbal communication and the ability to influence without authority. - Growth mindset and the ability to operate in ambiguity, define standards where none exist, and scale AI solutions from proof-of-concept to enterprise-wide adoption. - Relevant certifications (PMP, product management, AI/ML, or legal operations / CLM certifications) are a plus. ## Benefits - Cash compensation amount targeted at $221,000-247,000 in San Francisco Bay Area. - Stock equity is additional. - Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above. - Physical office spaces in Denver, San Francisco, and New York City. - Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). ## Skills ### Required - AI - legal tech - product management - enterprise applications - LLM platforms - GenAI techniques - AI agent and orchestration frameworks - Model Context Protocols (MCPs) - contract lifecycle management - matter management - e-billing - e-signature - entity management - legal hold / e-discovery - GRC tools ### Nice to have - PMP - product management certifications - AI/ML certifications - legal operations / CLM certifications --- Source: [Apply at job-boards.greenhouse.io](https://job-boards.greenhouse.io/gusto/jobs/8039574?utm_source=yubhub.co&utm_medium=jobs_feed&utm_campaign=apply)