Regional Director, Healthcare Sales

• Lead and coach a team of Account Executives responsible for acquiring new customers and expanding strategic Healthcare relationships.


• Deliver predictable revenue growth through pipeline management, forecast accuracy, and disciplined business reviews.


• Develop territory and account strategies to maximize new-logo acquisition and expansion opportunities.


• Inspect performance indicators and conduct MEDDICC-based opportunity reviews to improve deal quality, win rates, sales cycles, and deal value.


• Partner with Sales Engineering and executive leadership on strategic deal coaching.


• Champion AI-powered sales tools and use AI insights, conversational intelligence, account insights, and productivity platforms to improve seller productivity and development.


• Recruit, onboard, develop, and retain top-performing sales talent.


• Conduct weekly coaching on pipeline creation, opportunity progression, MEDDICC execution, executive engagement, negotiation, and account planning.


• Build individualized development plans and develop future leaders through mentorship, stretch opportunities, and feedback.


• Partner with Sales Engineering, Customer Success, Marketing, Channel, SDR, and Customer Advocacy teams.


• Participate in executive customer meetings and strategic deal reviews.


• Guide complex enterprise sales cycles involving multiple stakeholders and executive sponsors.


• Ensure execution of Proofpoint’s sales methodology, sales process, and operating cadence.


• Develop quarterly business plans aligned with corporate objectives.


• Analyze territory performance, competitive dynamics, whitespace opportunities, and pipeline health.


• Use dashboards, analytics, and AI-driven insights to improve operational efficiency and sales execution.


• Foster an inclusive, accountable, collaborative, and high-performance culture.

Requirements

• 5+ years of frontline sales leadership experience in enterprise SaaS or cybersecurity


• Demonstrated success leading teams that consistently exceed revenue targets


• Proven experience hiring, coaching, and developing high-performing Account Executives


• Deep expertise in MEDDICC or MEDDPICC opportunity qualification and inspection


• Experience leading complex enterprise sales cycles involving C-level stakeholders


• Strong forecasting, pipeline inspection, and business planning capabilities


• Experience leveraging CRM analytics, sales technology, and AI-powered productivity tools


• Exceptional communication, executive presence, and coaching skills


• Bachelor’s degree or equivalent professional experience


• Experience selling cybersecurity, cloud security, email security, identity security, or data protection solutions preferred


• Experience leading geographically distributed enterprise sales teams preferred


• Familiarity with Gong, Salesforce Einstein, Microsoft Copilot, Clari, Outreach, or similar platforms preferred


• Experience working with channel partners and strategic alliances preferred


• MBA or advanced business education is a plus

Core Competencies

Demonstrates strong leadership in enterprise sales, focusing on pipeline management, MEDDICC execution, and team development. Proficient in leveraging AI-powered sales tools and analytics to drive revenue growth and improve sales processes.

Highest-signal resume keywords

• Enterprise SaaS Sales Leadership


• MEDDICC Opportunity Qualification


• Pipeline Management


• AI-Powered Sales Tools


• Coaching and Development of Sales Teams

ATS Optimization Keywords

Hard Skills

• Sales Forecasting


• Business Planning


• Account Planning


• Negotiation


• Performance Analysis


• Sales Methodology Execution


• Revenue Target Achievement


• Complex Sales Cycle Management


• C-Level Stakeholder Engagement


• Sales Technology Utilization

Soft Skills

• Exceptional Communication


• Executive Presence


• Coaching Skills


• Mentorship


• Collaboration

Certifications & Qualifications

• Bachelor’s Degree


• MBA or Advanced Business Education

Industry Keywords

• Cybersecurity


• Cloud Security


• Email Security


• Identity Security


• Data Protection


• Sales Engineering


• Customer Success


• Channel Partners


• Strategic Alliances


• Geographically Distributed Teams

Tools & Technologies

• Salesforce Einstein


• Gong


• Microsoft Copilot


• Clari


• Outreach