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Regional Director, Named Healthcare Sales-Central

Job in Milwaukee, Milwaukee County, Wisconsin, 53244, USA
Listing for: Proofpoint
Full Time position
Listed on 2026-08-06
Job specializations:
  • Sales
    Account Manager
Salary/Wage Range or Industry Benchmark: 110000 - 150000 USD Yearly USD 110000.00 150000.00 YEAR
Job Description & How to Apply Below

About Us

Proofpoint is a global leader in human- and agent-centric cybersecurity. We protect how people, data, and AI agents connect across email, cloud, and collaboration tools. Over 80 of the Fortune 100, 10,000 large enterprises, and millions of smaller organizations trust Proofpoint to stop threats, prevent data loss, and build resilience across their people and AI workflows. Our mission is simple safeguard the digital world and empower people to work securely and confidently.

Join us in our pursuit to defend data and protect people.

About Us

Proofpoint is a global leader in human- and agent-centric cybersecurity. We protect how people, data, and AI agents connect across email, cloud, and collaboration tools. Over 80 of the Fortune 100, 10,000 large enterprises, and millions of smaller organizations trust Proofpoint to stop threats, prevent data loss, and build resilience across their people and AI workflows. Our mission is simple safeguard the digital world and empower people to work securely and confidently.

Join us in our pursuit to defend data and protect people.

How We Work

At Proofpoint you’ll be part of a global team that breaks barriers to redefine cybersecurity guided by our BRAVE core values.

  • Bold in how we dream and innovate
  • Responsive to feedback, challenges and opportunities
  • Accountable for results and best in class outcomes
  • Visionary in future focused problem-solving
  • Exceptional in execution and impact

First-Line Sales Leader (Regional Sales Manager)

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.

Key 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…
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