Head of Revenue Operations & AI

Faire•San Francisco, CA

7d•Hybrid

About The Position

We're looking for a transformational leader who can use AI to help our teams work smarter and faster, so they can spend more time building real relationships with the independent retailers and brands at the heart of our mission. This isn't a traditional Revenue Operations role. Faire has already embraced an AI-first future. We have active initiatives underway, dedicated resources, and strong momentum. We're looking for a leader who can accelerate that journey, rethink what’s possible in today’s world, and help redefine how our Sales and Success teams operate internally and with customers. If you are someone who values moving fast, iteration over perfection, and trialing new ideas, you’ll fit right in. You'll lead a team of approximately 15 spanning multiple subfunctions under Rev Ops including GTM Engineering, Program Management, Enablement, and Analytics. Together, you'll own the systems, tooling, processes, training, and operating rhythms that power our revenue organization while helping shape the future of work through AI.

Requirements

10+ years of experience in GTM Operations, Revenue Operations, Strategy & Operations, Business Operations, Management Consulting, or related fields
Experience using AI tools and workflows to drive measurable improvements in team productivity or business outcomes
Experience building and leading high-performing teams
Strong analytical and operational skills
Experience in high-growth technology companies preferred

Responsibilities

Own the GTM Strategy & Execution: Set the strategy, goals, and territory design across our sales and success teams - including how we set targets, prioritize accounts, and allocate resources across motions
Own forecasting accuracy and pipeline diagnostics, and build the data and metric standards that the revenue function reports against
Translate business strategy into GTM priorities; make tradeoffs visible and keep the org focused on the highest-leverage work
Lead the AI Roadmap for Revenue: Define and evolve the AI vision and roadmap for the revenue org - always anchored to business outcomes
Decide where AI and automation belong in how we operate and analyze performance, and where human judgment is required, and build the review processes that make AI output reliable enough to act on
Evaluate, build, and validate solutions and tools; this role is hands-on and leading from the front on AI building
Measure what actually moved: rep time saved, conversion lift, pipeline quality
Drive Enablement and Adoption: Own the enablement function for the revenue org - translating strategy, tools, new processes and sales skills into how reps and managers actually operate day to day
Drive adoption and behavior change when new tools, processes, or AI workflows roll out; building something nobody uses isn't a win
Build and Develop the Team: Hire, coach, and develop a high-performing team with clear ownership, accountability, and career paths
Foster a culture of experimentation, high standards, and the willingness to call things that aren't working