Regional Sales Director, Central Canada (Ontario)

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

Corporate Overview
Proofpoint is a leading cybersecurity company protecting organizations’ greatest assets and biggest risks: their people. With an integrated suite of cloud-based solutions, Proofpoint helps organizations around the world stop targeted threats, safeguard their data, and build resilience against modern cyberattacks.
More than half of the Fortune 1000—and organizations of all sizes across the globe—trust Proofpoint to deliver people-centric security and compliance across email, cloud, social media, and the web.
We are singularly devoted to protecting what matters most.
Protection Starts with People. Proofpoint.

The Role
Proofpoint is seeking a results-driven Enterprise Sales Leader to lead and scale our Canadian sales organization. This leader will be accountable for driving predictable revenue growth, embedding strong, repeatable sales processes, and building a high-performance culture focused on execution.

This is a hands-on, customer-facing leadership role with direct involvement in strategy, execution, and closing complex enterprise opportunities. You will lead, coach, and develop a team of Named Account Managers while ensuring alignment across partners, marketing, and the broader Proofpoint ecosystem.

What You’ll Do

• Own and execute the regional growth strategy, translating corporate objectives into clear, actionable territory and account plans
• Establish and enforce strong sales discipline, including pipeline management, forecasting rigor, deal inspection, and consistent execution of Proofpoint’s sales methodology
• Lead, coach, and develop a team of high-performing Named Account Managers, driving accountability, talent growth, and sustained results
• Engage directly with customers and prospects, personally influencing and closing key strategic deals
• Build and expand executive-level relationships with enterprise customers across the region
• Define and execute a partner-led growth strategy, working closely with channel partners to drive incremental pipeline and revenue
• Collaborate cross-functionally with Sales Engineering, Marketing, Professional Services, and Customer Success to accelerate adoption and long-term customer value
• Maintain deep awareness of competitive dynamics, market trends, and emerging cybersecurity needs to sharpen positioning and deal strategy
• Role requirement: Must reside in the Greater Toronto Area.

What You Bring

• 5+ years of experience leading distributed, high-performing enterprise field sales teams
• Proven ability to build and scale effective sales processes that deliver forecast accuracy and consistent growth
• Experience selling enterprise SaaS and/or cybersecurity solutions (strongly preferred)
• Strong track record of driving new business, expanding strategic accounts, and closing complex, multi-stakeholder deals
• Demonstrated success selling into large Canadian enterprises, including TSX-listed organizations
• Deep understanding of modern cybersecurity and cloud technology trends
• Strong executive presence with exceptional consultative selling and communication skills
• Ability to design and execute demand generation strategies in partnership with marketing
• Data-driven mindset with strong business planning, pipeline management, and forecasting discipline
• Experience driving outbound prospecting motions and coaching teams to do the same
• Bilingual (English / Canadian French) is an asset

Why Proofpoint
Protecting people is at the core of what we do—and the people who work here make that mission possible. Proofpoint is a customer-focused, high-performance organization with industry-leading technology, global reach, and a strong commitment to innovation.
We believe in hiring the best and the brightest, fostering a culture of collaboration, accountability, and inclusion. We value culture add and encourage people from all backgrounds to bring their perspectives and experiences to help us win together.
Explore your future at Proofpoint.
#LifeAtProofpoint

#LI-JK1

Why Proofpoint?

At Proofpoint, we believe that an exceptional career experience includes a comprehensive compensation and benefits package. Here are just a few reasons you’ll love working with us:

• 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

Our Culture:

Our culture is rooted in values that inspire belonging, empower purpose and drive success-every day, for everyone.

We encourage applications from individuals of all backgrounds, experiences, and perspectives. If you need accommodation during the application or interview process, please reach out to [email protected].

How to Apply

Interested? Submit your application along with any supporting information- we can’t wait to hear from you!