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
The Role: We are seeking an experienced Account Executive to join our growing Middle Enterprise Canadian team. In this role you will focus on increasing market share in Middle Enterprise accounts in an assigned region. By joining our already successful team, you will be an instrumental part of our consistent year over year revenue growth! This is a hybrid role requiring 4 days (Mon-Thurs) in office at our Toronto, CAN location.
Your day-to-day: Actively engage with prospective recent customers via phone, web conference and in-person to introduce Proofpoint products and our value proposition
Consistently research and prospect within the Ontario territory accounts to identify new potential Proofpoint customers in the Mid-Market segment
Drive the entire sales process from start to finish including prospecting, opportunity identification, introductory meetings, product demonstration, customer Q&A;, as well as negotiation and closing
Team up with our rapidly expanding channel partner network to drive both net-new and incremental revenue
Interact with the management team in 1-1, team meetings and via forecasting and reporting to provide critical updates, and strategic account planning
Become a perpetual student of Proofpoint products, and the ever-changing CyberSecurity industry
May require modified work hours to cover accounts in other time zones,



and occasional travel for key accounts
What you bring to the team: Experience working within Canadian Territories and covering Ontario region covering Greater Toronto area.
Minimum of 3+ years of experience selling complex enterprise class software
Experience selling to either Mid-Market or Enterprise level accounts strongly preferred
Track record of sustained success/over-achievement in a sales role
Experience managing the entire sales cycle, from prospecting through negotiation and closing
Exceptional presentation skills and comfortable with public speaking
Strong phone and interpersonal communication skills (verbal and written) as well as organizational skills
Great attitude, and a team player that will share their recipe(s) for success
Experience working with Salesforce.com or other CRM is a plus
Bachelor's Degree or equivalent experience required hybrid role 4 days a week in our Toronto, CAN office. #LI-JD1
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].
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.

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📌 Middle Enterprise Account Executive (Ontario)
🏢 Proofpoint
📍 Ontario