Regional Director, Named Healthcare Sales-Central

About the Role

Proofpoint is seeking a high-impact First-Line Sales Leader to lead, coach, and develop a team of Account Executives responsible for acquiring new customers and expanding strategic relationships within a defined territory. This leader will be accountable for delivering predictable revenue growth while fostering a culture of accountability, collaboration, and continuous development. The ideal candidate is a modern sales leader who combines exceptional coaching skills, operational rigor, and data-driven decision making with a passion for developing talent. They embrace AI-enabled selling, leverage inspection to improve execution, and consistently raise the performance of their team through disciplined coaching and customer-centric leadership.

Responsibilities

• Revenue Leadership
  • Lead a team of Account Executives to consistently achieve and exceed quarterly and annual revenue targets in the Healthcare vertical.
  • Drive predictable revenue through rigorous pipeline management, forecast accuracy, and disciplined business reviews.
  • Develop and execute territory and account strategies that maximize new logo acquisition and expansion opportunities.
  • Inspect leading performance indicators to proactively identify risks, accelerate deal progression, and improve conversion rates.
• MEDDICC Inspection Excellence
  • Establish a culture of inspection over inspection for compliance, ensuring MEDDICC is used as a strategic coaching framework rather than a qualification checklist.
  • Conduct regular opportunity inspections focused on Metrics, Economic Buyer engagement, Decision Criteria, Decision Process, Identify Pain, Champion strength, and Competition.
  • Coach sellers to improve deal quality, eliminate blind spots, and increase forecast confidence through disciplined MEDDICC execution.
  • Drive consistent opportunity reviews that improve win rates, shorten sales cycles, and increase average deal value.
  • Partner with Sales Engineering and executive leadership on strategic deal coaching for the organization’s most critical opportunities.
• AI-Enabled Sales Coaching & Productivity
  • Champion the adoption of AI-powered sales tools to improve seller productivity, coaching effectiveness, and customer engagement.
  • Leverage AI-generated insights to identify coaching opportunities, analyze customer interactions, improve pipeline health, and accelerate seller development.
  • Utilize conversational intelligence, account insights, and productivity platforms to deliver personalized coaching at scale.
  • Encourage responsible experimentation with AI to automate administrative work, improve account planning, enhance executive communications, and maximize customer-facing time.
  • Foster a culture of continuous learning where technology amplifies human coaching rather than replaces it.
• Coaching & Talent Development
  • Recruit, onboard, develop, and retain top-performing sales talent.
  • Conduct structured weekly coaching focused on pipeline creation, opportunity progression, MEDDICC execution, executive engagement, negotiation strategy, and account planning.
  • Build individualized development plans aligned with career growth and performance objectives.
  • Develop future leaders by providing stretch opportunities, mentorship, and regular performance feedback.
  • Create an environment of accountability, collaboration, and continuous improvement.
• Sales Execution
  • Partner with Sales Engineering, Customer Success, Marketing, Channel, SDR, and Customer Advocacy teams to deliver exceptional customer outcomes.
  • Participate in executive customer meetings and strategic deal reviews.
  • Guide complex enterprise sales cycles involving multiple stakeholders and executive sponsors.
  • Ensure consistent execution of Proofpoint’s sales methodology, sales process, and operating cadence.
• Business Planning & Operational Excellence
  • Develop quarterly business plans aligned with corporate objectives.
  • Maintain high forecast accuracy through disciplined inspection and data-driven decision making.
  • Analyze territory performance, competitive dynamics, whitespace opportunities, and pipeline health.
  • Use dashboards, analytics, and AI-driven insights to improve operational efficiency and sales execution.
  • Establish an operating rhythm that balances accountability, coaching, and execution excellence.
• Leadership & Culture
  • Lead by example with integrity, humility, customer obsession, and operational excellence.
  • Foster an inclusive, high-performance culture where accountability and collaboration thrive.
  • Champion innovation by encouraging adoption of modern selling techniques, digital engagement, and AI-enabled workflows.
  • Reinforce Proofpoint’s values through consistent leadership behaviors and decision making.

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 to improve sales execution.
• Exceptional communication, executive presence, and coaching skills.
• Bachelor’s degree or equivalent professional experience.

Preferred Qualifications

• Experience selling cybersecurity, cloud security, email security, identity security, or data protection solutions.
• Experience leading geographically distributed enterprise sales teams.
• Familiarity with AI-powered sales platforms such as Gong, Salesforce Einstein, Microsoft Copilot, Clari, Outreach, or similar technologies.
• Experience working with channel partners and strategic alliances.
• MBA or advanced business education is a plus.

Success Measures

Within the first 12 months, successful leaders will:

• Consistently achieve or exceed team quota.
• Improve forecast accuracy and pipeline quality.
• Increase MEDDICC adoption and opportunity quality across the team.
• Demonstrate measurable improvements in win rates, sales cycle efficiency, and average deal size.
• Increase seller productivity through effective AI adoption and coaching.
• Recruit, develop, and retain top-performing talent.
• Build a culture of accountability, collaboration, and continuous improvement.

Leadership Competencies

• Customer Obsession
• Coaching Excellence
• MEDDICC Inspection Mastery
• AI-Enabled Leadership
• Data-Driven Decision Making
• Strategic Thinking
• Operational Excellence
• Executive Presence
• Talent Development
• Cross-Functional Collaboration
• Innovation & Continuous Improvement
• Inclusive Leadership

Benefits

• Competitive compensation
• Comprehensive benefits
• Career success on your terms
• Flexible work environment
• Annual wellness and community outreach days
• Always on recognition for your contributions
• Global collaboration and networking opportunities