Head of Revenue Operations & AI

About the role

This leadership position is tailored for a strategic and innovative professional capable of integrating artificial intelligence into revenue operations to drive efficiency and deepen relationships with independent retailers and brands. The role is not a conventional Revenue Operations position; instead, it reflects Faire's commitment to an AI-first approach, with ongoing initiatives and dedicated resources already in place. As the Head of Revenue Operations & AI, you will be responsible for accelerating this transformation, redefining how the Sales and Customer Success teams operate both internally and in their interactions with customers. Your leadership will shape the future of revenue processes, leveraging AI to optimize workflows, improve forecasting accuracy, and enhance overall team performance. You will work closely with cross-functional teams to develop and implement AI-driven strategies, ensuring that technological advancements translate into tangible business results. This role requires a visionary mindset, a deep understanding of revenue operations, and a passion for harnessing AI to solve complex business challenges.

Key facts

What you'll do

• Define and implement the comprehensive strategy, objectives, and territory design for the sales and success teams, including setting clear targets, prioritizing accounts, and allocating resources effectively to maximize revenue growth.
• Ensure the accuracy and reliability of revenue forecasting and pipeline analysis by establishing and maintaining data standards, metrics, and reporting processes that support informed decision-making.
• Translate overarching business goals into actionable Go-To-Market strategies, managing tradeoffs and maintaining organizational focus on initiatives that deliver the highest impact and ROI.
• Develop and refine the AI vision and roadmap for the revenue organization, ensuring alignment with overall business objectives and driving innovation through AI-powered solutions.
• Identify opportunities for applying AI and automation within revenue operations, including performance analysis, customer engagement, and internal workflows, while recognizing areas where human judgment remains essential.
• Create and oversee review processes to validate AI outputs, ensuring they are reliable and accurate for decision-making purposes across teams.
• Evaluate, build, and validate AI solutions and tools, taking a hands-on approach to AI development, testing, and deployment to ensure they meet organizational needs and standards.
• Measure and analyze the impact of AI initiatives on key metrics such as time savings for representatives, improvements in conversion rates, pipeline quality, and overall revenue performance.
• Lead the enablement function for the revenue teams, translating strategies, new tools, processes, and sales skills into practical daily practices for sales representatives and managers.
• Drive adoption of new tools, workflows, and AI-driven processes by promoting behavioral change and ensuring teams are equipped and motivated to utilize these innovations effectively.
• Recruit, mentor, and develop a high-performing team dedicated to revenue operations and AI initiatives, establishing clear ownership, accountability, and career development pathways.
• Cultivate a culture of experimentation, high standards, and transparency, encouraging teams to test new approaches, learn from failures, and continuously improve processes and outcomes.

Requirements

• Over 10 years of experience in Go-To-Market Operations, Revenue Operations, Strategy & Operations, Business Operations, or Management Consulting, with a proven track record of leading complex initiatives.
• Demonstrated experience in utilizing AI tools and workflows to achieve measurable improvements in team productivity, operational efficiency, or business results.
• Successful history of building, leading, and mentoring high-performing teams, fostering a collaborative and innovative work environment.
• Strong analytical capabilities, with the ability to interpret data, develop insights, and translate them into strategic actions.
• Deep understanding of revenue processes, forecasting, pipeline management, and sales enablement.
• Ability to manage multiple priorities, influence stakeholders, and communicate complex ideas clearly and persuasively.
• Experience working in fast-paced, high-growth environments is highly desirable.

Nice to have

• Prior experience in high-growth technology companies, understanding the unique challenges and opportunities they present.
• Familiarity with AI development, deployment, and integration within revenue operations or sales enablement functions.
• Knowledge of advanced analytics, machine learning, or data science concepts relevant to revenue optimization.

Skills & tools

• AI tools and workflows, including familiarity with relevant platforms and applications used for automation, data analysis, and AI deployment.

Practical notes

This role includes equity and benefits, recognizing the importance of attracting top talent committed to long-term growth. The base salary is determined by factors such as skills, experience, market demand, and the specific work location. The position is on-site in San Francisco, CA, with employees working in the office three days a week - specifically on Tuesday, Thursday, and one flexible day. There is also an option to work remotely up to four weeks per year, providing flexibility for work-life balance. The role offers an exciting opportunity to lead innovative AI-driven revenue initiatives in a dynamic, fast-growing company committed to redefining the future of commerce.

About the company

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.