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Upwind Security

Regional Sales Director – Enterprise

Upwind Security

. Build, lead, and scale a high-performing team of Enterprise Account Executives across the Southeast region .

Posted 9/29/2026full-timeRemote • United StatesLeadWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in leading and scaling Enterprise Account Executive teams within high-growth SaaS or cybersecurity environments, with a strong focus on exceeding revenue targets and driving disciplined sales processes. Possesses a deep understanding of cloud security concepts and methodologies, enabling effective engagement with C-level stakeholders and strategic deal closures.

Highest-signal resume keywords
Enterprise Sales LeadershipRevenue Target AchievementSales Methodologies (MEDDPICC)Cloud Security ExpertiseCRM Management (SFDC)

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Sales Strategy DevelopmentPipeline ManagementForecasting AccuracyMulti-Threaded Sales CyclesRecruitment and Talent Retention
Soft Skills
Coaching and MentoringExecutive PresenceCollaborationAdaptabilityInfluencing Stakeholders
Industry Keywords
SaaSCybersecurityCloudDevOpsGo-To-Market Strategy

Tech Stack

Tools & technologies
CloudCyber SecuritySFDC

About the role

Key responsibilities & impact
  • Build, lead, and scale a high-performing team of Enterprise Account Executives across the Southeast region
  • Develop and execute a regional sales strategy to exceed revenue targets and drive consistent pipeline generation
  • Coach, mentor, and develop AEs through all stages of the sales cycle, elevating overall team performance and execution
  • Personally engage in and help close strategic, high-value enterprise deals
  • Establish strong relationships with C-level executives and key stakeholders within target accounts
  • Partner cross-functionally with Marketing, Sales Engineering, Customer Success, and Channel teams to drive alignment and revenue growth
  • Drive a disciplined sales process, including pipeline management, forecasting accuracy, and qualification methodologies (e.g. MEDDPICC)
  • Build and expand relationships with channel partners and ecosystem players to accelerate regional growth
  • Provide regular, data-driven insights and forecasting to executive leadership
  • Help shape and refine Upwind’s go-to-market strategy based on customer and market feedback

Requirements

What you’ll need
  • Proven experience leading and scaling Enterprise sales teams in high-growth SaaS or cybersecurity companies
  • Track record of consistently exceeding regional or team revenue targets
  • Strong background selling to enterprise customers in Cloud / Security / DevOps environments
  • Demonstrated ability to recruit, hire, and retain top sales talent
  • Experience leading complex, multi-threaded sales cycles and closing strategic deals
  • Deep understanding of sales methodologies (e.g. MEDDPICC) and disciplined pipeline management
  • Strong executive presence with the ability to engage and influence C-level stakeholders
  • Data-driven mindset with a commitment to forecast accuracy and CRM hygiene (SFDC)
  • Highly collaborative, adaptable, and comfortable operating in a fast-paced, early-stage startup environment
  • Strong understanding of cloud security concepts, technologies, and market landscape