Regional Sales Director, Enterprise

ABOUT THE COMPANY Braintrust is the AI observability platform. By connecting evals and observability in one workflow, Braintrust gives builders the visibility to understand how AI behaves in production and the tools to improve it. Teams at Notion, Stripe, Zapier, Vercel, and Ramp use Braintrust to compare models, test prompts, and catch regressions — turning production data into better AI with every release. ABOUT THE ROLE As the Regional Sales Director, Enterprise, you will lead and scale a geographically distributed sales team focused on driving revenue, strategic pipeline growth, and new customer acquisition. You’ll play a pivotal role in shaping the enterprise sales motion as Braintrust accelerates adoption across enterprise customers building AI products. You’ll report to senior leadership and be accountable for territory success, including bookings, forecasting accuracy, team development, and cross-functional collaboration. In your first year, you’ll help define repeatable sales processes, set performance standards, and deepen relationships with strategic AI-driven engineering teams. This position is based in our San Francisco, CA office. WHAT YOU’LL DO - Lead and develop a high-performing enterprise sales team to consistently achieve bookings and revenue targets across assigned territories. - Shape and execute regional sales strategy, including territory planning, pipeline management, and deal execution with new and existing accounts. - Partner with Marketing, Sales Operations, and Customer Success to refine ICPs, streamline outbound motion, and accelerate revenue velocity. - Own forecasting, performance metrics, and territory health — driving accountability and coaching based on data-driven insights. - Collaborate with product and GTM leadership to align market feedback with roadmap and competitive positioning. - Build and scale sales processes that enable predictable growth and strong handoffs across the customer lifecycle. - Recruit, hire, and enable strong sales talent as the team grows. IDEAL CANDIDATE CREDENTIALS - Proven sales leadership experience building and managing enterprise sales teams in high-growth SaaS or AI/ML-centric software companies. - Track record of meeting/exceeding revenue targets, building pipeline, and managing long-cycle enterprise deals. - Strong skills with pipeline tools and CRM systems. - Ability to translate technical product value into business outcomes — especially in AI, developer tooling, or engineering platforms. - Excellent communicator who can influence at all levels, from technical buyers to executive sponsors. - A strategic mindset and hands-on sales DNA — you’re comfortable “in the field” when needed. - Experience working in fast-paced, remote, cross-functional environments. BENEFITS INCLUDE - Medical, dental, and vision insurance - Daily lunch, snacks, and beverages - Flexible time off - Competitive salary and equity - AI Stipend EQUAL OPPORTUNITY Braintrust is an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status.