Job Information
Proofpoint Regional Sales Director, Central Canada (Ontario) in Ontario, Canada
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 accessibility@proofpoint.com .
How to Apply
Interested? Submit your application along with any supporting information- we can’t wait to hear from you!
Proofpoint has been honored with six Best Places to Work Awards in 2024 by workplace culture leader Comparably, including Best Company Career Growth, Best Company Outlook, Best Global Culture, Best Engineering Teams, Best Sales Teams, and Best HR Teams.
We are the leader in human-centric cybersecurity. Half a million customers, including 87 of the Fortune 100, rely on Proofpoint to protect their organizations. We’re driven by a mission to stay ahead of bad actors and safeguard the digital world. Join us in our pursuit to defend data and protect people.
Our BRAVE Values:
At Proofpoint, we are BRAVE in everything we do, and our values aren’t just words—they shape how we work, collaborate, and grow.
We seek people who are bold enough to challenge the status quo, responsive in the face of ever-evolving threats, and accountable for delivering real impact.
We value those with a visionary mindset who anticipate what’s next and push cybersecurity forward, and we celebrate exceptional execution that ensures we continue to defend data and protect people.
Proofpoint is an equal opportunity employer, we hire without consideration to race, religion, creed, color, national origin, age, gender, sexual orientation, marital status, veteran status or disability.
Find your network, your allies, and your biggest fans. We know that work is simply better when you’re surrounded by people who inspire you—who share ideas, cheer you on, and genuinely want to see you succeed. That’s why we offer social circles, sponsored networks, and connection points across teams and time zones—to help you find your people, build your community, and thrive together.
This isn’t just a job—it’s a mission to protect people and defend data in a world that never slows down. We’re building the future of human-centric cybersecurity, and that future belongs to all of us. We take ownership, move fast, and hold ourselves accountable—because that’s what it takes to stay ahead. And we do it together, winning as one.
Be empowered to reach your full potential through meaningful challenges and personalized support—designed around you and your goals. Whether you're growing as a leader or leveling up from great to exceptional as an individual contributor, we’re here to help you get there.
Proofpoint is an equal opportunity employer, we hire without consideration to race, religion, creed, color, national origin, age, gender, sexual orientation, marital status, veteran status or disability.