Regional Sales Director

Cognition

About The Position

We are an applied AI lab building end-to-end software agents. We're the makers of Devin, the first AI software engineer, and Windsurf, the AI-native IDE. Together, they represent our vision for collaborative AI teammates that enable engineers to focus on more interesting problems and empower teams to strive for more ambitious goals. Our team is small and talent-dense. Among our founding team, we have world-class competitive programmers, former founders, and leaders from companies at the cutting edge of AI including Scale AI, Palantir, Cursor, Waymo, Tesla, Lunchclub, Modal, Google DeepMind, and Nuro. Building Devin is just the first step—our hardest challenges still lie ahead. If you’re excited to solve some of the world’s biggest problems and build AI that can reason on real-world tasks, apply to join us. The Role: We're looking for a Regional Sales Director to lead a team of Account Executives driving net-new and expansion revenue across Fortune 500 accounts. This is a player-coach role in a high-ownership environment. You will set strategy, close alongside your team on the largest deals, and build one of the most consequential enterprise sales teams in AI. You will report directly to the VP of Sales and work in close partnership with Deployed Engineering, post-sales, and executive leadership. This is not a role for someone who manages from a dashboard. The right person is in the field, knows every major deal, and has a point of view on how to win.

Requirements

7+ years of enterprise software sales experience, including at least 2 years managing a team of high-level AEs
2+ years of experience successfully selling into F500 companies
Demonstrated track record closing $1M+ ARR deals with F500 accounts in a complex, multi-stakeholder sales motion
Experience selling to CIO, CTO, SVP/VP Engineering, or equivalent technical executive buyers
Proficiency in MEDDIC or a comparable enterprise sales methodology
History of overachievement against quota as both an IC and a manager
Ability to recruit and close top-tier sales talent in a competitive market

Nice To Haves

Vertical-relevant domain expertise - working knowledge of buyer personas, budget cycles, and procurement dynamics in the vertical
Prior experience selling developer tools, AI/ML platforms, cloud infrastructure, or adjacent technical products
Track record at a high-growth startup or scale-up (Series B through IPO stage)
Familiarity with the competitive landscape in AI coding, including GitHub Copilot, Cursor, Windsurf, and emerging agentic tools

Responsibilities

Own quarterly and annual bookings quota for your territory across new logo acquisition and expansion
Manage a pipeline of $5M--$20M+ ARR opportunities with average deal sizes of $1M+
Forecast accurately using MEDDIC; maintain deal hygiene and stage discipline
Be in the rooms that matter -- EBCs, executive dinners, key negotiations -- alongside your AEs
Recruit, hire, and develop a team of 3-6 Enterprise AEs
Run rigorous weekly 1:1s and deal reviews focused on qualification, strategy, and close plans
Build a team culture of accountability, intellectual curiosity, and competitive drive
Identify performance gaps early and coach or make personnel changes decisively
Define territory segmentation and account prioritization within your vertical
Build vertical-specific messaging and competitive positioning in partnership with Marketing and Product
Partner with post-sales to expand the installed base and protect renewals
Develop executive relationships within key accounts that extend beyond the AE layer
Serve as the voice of the field - surface product gaps, competitive intelligence, and customer insights to leadership
Collaborate with Deployed Engineering to scope and deliver compelling POCs and technical evaluations
Work with Legal and Finance on complex contract structures, MSAs, and non-standard terms