Regional Director, Commercial Expansion at Cursor (acquired by DataRobot)

Our mission is to automate coding. The first step in our journey is to build the best tool for professional programmers, using a combination of inventive research, design, and engineering. Our organization is very flat, and our team is small and talent dense. We particularly like people who are truth-seeking, passionate, and creative. We enjoy spirited debate, crazy ideas, and shipping code.

About the role

We are seeking a Regional Director, Commercial Sales to lead our new Commercial segment focused on high-value, fast-growing digital native businesses. This team will be the first line of communication with startups that have the potential to become Cursor's largest enterprise customers in the future.

You'll manage, coach, and grow a founding team of commercial AEs responsible for high-velocity sales cycles, true-up processes, and rapid response to inbound leads. As the founding sales leader in this motion, you will define and refine a repeatable playbook, establish forecasting practices, and help shape the trajectory of a segment that is brand new to the business.

What you'll do

• Lead, coach, and develop a team of commercial AEs focused on high-velocity, transactional sales

• Define and implement a repeatable commercial sales motion and supporting playbook

• Establish regular forecasting practices for the commercial segment

• Partner with RevOps and GTM leadership to refine tooling, processes, and reporting

• Collaborate cross-functionally with Marketing, Finance, and Post-Sales to ensure seamless lead flow, forecasting accuracy, and account handoff

• Hire, onboard, and scale a founding team of AEs

• Act as a thought partner to senior GTM leadership in shaping the strategy for this new business segment

You may be a fit if

• You have experience leading a high-velocity/transactional sales team or demonstrated success as a high-performing velocity & enterprise AE with player/coach experience

• You have strong coaching skills with a track record of developing early-career sales talent into higher-scope roles

• You have experience with PLG/velocity sales cycles

• You have experience building and refining sales processes, playbooks, and forecasting systems

• You have the ability to thrive in ambiguity and build structure in a new, fast-moving business segment

• You have excellent cross-functional collaboration skills

• You have strong communication and organizational skills, with comfort presenting to leadership and influencing outcomes