Middle Enterprise Account Executive

About Proofpoint

Proofpoint is a world-leading cybersecurity company focused on protecting how people, data, and AI agents interact with email, cloud, and collaboration platforms. Trusted by over 80 of the Fortune 100, 10,000 large enterprises, and millions of smaller organizations, Proofpoint safeguards the digital environment and helps users operate securely and confidently.

Our Work Culture

At Proofpoint, we foster a global team environment that challenges norms and redefines cybersecurity through our BRAVE core values:

• Bold innovation and vision
• Responsiveness to feedback and opportunities
• Accountability for outstanding results
• Forward-looking problem-solving mindset
• Excellence in execution and impact

Role Overview

We are hiring an experienced Account Executive to join our Middle Enterprise Canadian sales team. This role focuses on expanding market share among Middle Enterprise accounts within an assigned Ontario territory. Joining an already growing team, you will contribute significantly to steady year-over-year revenue growth.

This is a hybrid role requiring attendance at our Toronto office four days a week (Monday through Thursday).

Key Responsibilities

• Proactively engage prospective customers through phone, online meetings, and in-person sessions to present Proofpoint’s solutions and value.
• Conduct thorough research and prospecting within Ontario, targeting mid-market accounts to identify new business opportunities.
• Manage the full sales process from lead generation to opportunity qualification, meetings, product demos, handling customer questions, negotiations, and closing deals.
• Collaborate with our expanding partner network to drive both new and incremental revenue streams.
• Provide frequent updates and strategic account plans to management through one-on-ones, team meetings, forecasts, and reports.
• Continuously deepen knowledge of Proofpoint’s products and stay updated on cybersecurity industry trends.
• Flexibility may be required to accommodate working with clients in different time zones and occasional travel for key accounts.

Candidate Profile

• Proven experience selling complex enterprise software solutions, with a minimum of 3 years in Canadian markets covering Ontario, particularly Greater Toronto Area.
• Demonstrated success selling to mid-market or enterprise-level clients, with a strong track record of exceeding sales targets.
• Competency in managing end-to-end sales cycles including prospecting, negotiating, and closing.
• Excellent presentation and public speaking skills.
• Strong communication skills (verbal and written) and effective organizational abilities.
• Positive attitude and teamwork orientation, willing to share best practices.
• Experience with Salesforce.com or similar CRM platforms is advantageous.
• Bachelor’s degree or equivalent professional experience required.
• Availability for a hybrid work schedule at our Toronto office four days a week.

Why Join Proofpoint?

• Competitive salary and benefits package
• Opportunities for career advancement tailored to your goals
• Flexible working environment
• Annual wellness and community engagement days
• Recognition programs celebrating your contributions
• Global networking and collaboration opportunities

Our Commitment to Diversity

Our culture promotes inclusion and empowerment through values that encourage belonging and inspire daily success. We welcome applications from people of diverse backgrounds and experiences. Accommodations are available upon request during the hiring process.