Senior Legal Technology & Operations Lead

About Faire Faire is a technology wholesale platform built on the belief that the future is local. Independent retailers around the globe collectively represent a multi-hundred-billion-dollar wholesale market that has historically been fragmented and offline. At Faire, we're using the power of tech, data, and machine learning to connect this thriving community of entrepreneurs across the globe. Picture your favorite boutique in town — we help them discover the best products from around the world to sell in their stores. With the right tools and insights, we believe that we can level the playing field so businesses can grow and local communities can thrive. We’re looking for smart, resourceful and passionate people to join us as we power the shop local movement. If you believe in community, come join ours. About this role Faire is hiring a Senior Legal Technology & Operations Lead to shape the future of how our Legal team works. You'll help define Legal's AI roadmap, uplevel the team's operating performance, and run the systems and programs that allow Legal to scale with the business. We're looking for someone with deep familiarity across the legal technology stack and a strong track record in cross-functional program management. Success in this role requires being both a builder and an architect, pairing the ability to develop a long-term vision for world class legal operations with an operator’s willingness to drive execution and make it happen (fast). What you'll do Help define Legal’s AI roadmap, identifying workflows that can be transformed with AI, designing and maintaining new builds, guiding build v buy decisions, driving adoption, and measuring impact Optimize the rest of Faire's legal tech stack, including eBilling, litigation hold tooling, and matter management Configure, administer, and continuously improve Faire's contract lifecycle management platform, including its workflows, integrations, and reporting, and the AI-driven tools that sit on top of it Shape outside counsel and legal vendor strategy, supporting engagement, rate negotiation, alternative fee arrangements, accruals, and spend optimization Uplevel the Legal team’s operating system, supporting annual planning, defining key results and metrics, building dashboards to track progress against goals, and shaping our operating cadences Serve as a project manager for high-impact legal initiatives, scoping the work, partnering with cross-functional stakeholders to drive alignment, map timelines, and deliver on schedule Build and maintain the team's knowledge infrastructure, including playbooks, templates, SOPs, and the internal hubs that make Legal workflows efficient and accessible to the business Spot process gaps before others see them and ship scalable solutions What it takes 5+ years of experience in legal operations, legal technology, and contract management Significant experience using GenAI tools and developing AI powered legal workflows Fluency operating at the configuration layer of CLM (e.g., Ironclad) and eBilling platforms (e.g., Brightflag or equivalent), including building and evolving workflows, integrations, and reporting Strong execution and project management skills, able to concurrently drive multiple work-streams and deadlines, with experience defining KRs and building dashboards a plus Experience shaping outside counsel engagements, rate negotiations, alternative fee arrangements, accruals, spend optimization in partnership with Finance Strong written and verbal communication, with the ability to move fluently between a legal conversation and a Finance, Sales, Product, or Engineering conversation Demonstrated ownership mindset and comfort navigating ambiguity Salary Range San Francisco: the pay range for this role is $136,000 to $187,000 per year. This role will also be eligible for equity and benefits. Actual base pay will be determined based on permissible factors such as transferable skills, work experience, market demands, and primary w