Regional Director

This is a fully remote position, open to applicants in Florida, +2 more states.

📋 Description

• Build, lead, and expand a high-performing team of Enterprise Account Executives throughout the Southeast region.

• Formulate and implement a regional sales strategy aimed at surpassing revenue goals and ensuring a steady pipeline generation.

• Coach, mentor, and nurture AEs through every phase of the sales cycle to enhance overall team performance and execution.

• Personally participate in and assist in closing strategic, high-value enterprise agreements.

• Forge robust relationships with C-level executives and key stakeholders within targeted accounts.

• Collaborate across functions with Marketing, Sales Engineering, Customer Success, and Channel teams to promote alignment and drive revenue growth.

• Manage a disciplined sales process, including pipeline oversight, forecasting accuracy, and qualification methodologies (e.g., MEDDPICC).

• Cultivate and enhance relationships with channel partners and ecosystem players to expedite regional growth.

• Provide regular, data-driven insights and forecasts to executive leadership.

• Contribute to the development and refinement of Upwind’s go-to-market strategy based on customer and market feedback.

⛳️ Requirements

• Proven track record in leading and scaling Enterprise sales teams within rapidly growing SaaS or cybersecurity organizations.

• History of consistently surpassing regional or team revenue objectives.

• Strong background in selling to enterprise clients in Cloud / Security / DevOps sectors.

• Demonstrated capability to recruit, hire, and retain high-performing sales talent.

• Experience in managing complex, multi-threaded sales cycles and closing strategic agreements.

• In-depth knowledge of sales methodologies (e.g., MEDDPICC) and disciplined pipeline management practices.

• Strong executive presence with the ability to engage and influence C-level stakeholders.

• Data-driven mindset dedicated to maintaining forecasting accuracy and CRM cleanliness (SFDC).

• Highly collaborative, adaptable, and comfortable working in a fast-paced, early-stage startup environment.

• Comprehensive understanding of cloud security concepts, technologies, and the market landscape.

🏝️ Benefits

• Competitive salary and performance-based bonuses.

• Comprehensive health, dental, and vision insurance.

• Flexible work arrangements with a focus on work-life balance.

• Opportunities for professional development and career growth.

• A vibrant and inclusive company culture with team-building activities.