Gusto
Legal & Compliance Tech IT Product Manager
San Francisco, CA · Full-time
Sponsorship not specified$221k-$247kDetected 5 days ago
Machine LearningLLMsRAGAgentic AIAI OrchestrationComplianceProduct StrategyStakeholder ManagementRecruitingContract ManagementLeadershipCommunicationInternal Audit
About the role
- This role blends product leadership and deep systems knowledge with strong AI literacy and a bias toward applying AI to every part of the legal technology stack.
Responsibilities
- 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
- 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.
- 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.
- 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.
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.
- 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.
- 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.
- Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.
Nice to have
- 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.
- Relevant certifications (PMP, product management, AI/ML, or legal operations / CLM certifications) are a plus.
Skills
- Guide prioritization of enhancements, AI capabilities, upgrades, and technical-debt remediation across legal-managed platforms.
- Govern the full lifecycle of
- Define and oversee KPIs and operational metrics for legal and compliance systems, including AI accuracy, reliability, adoption, and ROI.
Compensation
- All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success.
Benefits
- We handle the hard stuff - payroll, health insurance, 401(k)s, and HR - so owners can focus on their craft and their customers.
- All full-time employees receive competitive base pay, benefits, and equity (RSUs) - because everyone who helps build Gusto should share in its success.
- Learn more about our Total Rewards philosophy.
- 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.
Company info
- 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.
- At Gusto, we're on a mission to grow the small business economy.
- AI is a fundamental part of how work gets done at Gusto.
This listing is sourced directly from Gusto's careers page and normalized into a canonical job model.