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CognitionCognitionSan Francisco, CA

Regional Sales Director

Lead a team of Account Executives to drive net-new and expansion revenue from Fortune 500 accounts for AI software agents and developer tools. Player-coach role owning quota, closing large deals, hiring/coaching AEs, and shaping GTM strategy in a fast-paced AI startup.

Salary not listed
On-site7+ YOESales Engineering

About the role

What You'll Own

Revenue Execution

  • 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

Team Leadership

  • 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

Territory and GTM Strategy

  • 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

Cross-functional Influence

  • 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

What We're Looking For

Required

  • 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

Strongly Preferred

  • 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

Skills

Enterprise Software SalesMEDDICAccount ManagementSales ForecastingTeam ManagementPoc ScopingContract NegotiationCompetitive Analysis
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