Middle Enterprise Account Executive

About Proofpoint

Proofpoint stands as a global frontrunner in cybersecurity focused on human and agent-centered protection. We safeguard connections across email, cloud platforms, and collaborative tools involving people, data, and AI agents. Trusted by over 80 Fortune 100 companies, 10,000 large enterprises, and numerous smaller organizations, our mission is to secure the digital landscape and empower secure, confident work environments.

Work Culture and Values

Being part of Proofpoint means joining a global team dedicated to redefining cybersecurity with our BRAVE values: Bold innovation, Responsiveness to feedback and challenges, Accountability for outcomes, Visionary problem-solving, and Exceptional execution.

Role Overview

We are looking for a seasoned Account Executive to join our expanding Middle Enterprise team in Canada. Your key focus will be on growing our market presence within Middle Enterprise accounts in Ontario, particularly the Greater Toronto Area. This role supports our ongoing year-over-year revenue advancement.

Work Arrangement

This position is hybrid, requiring presence at our Toronto office four days per week (Monday through Thursday).

Responsibilities

• Engage actively with prospective clients via phone, web conferencing, and face-to-face meetings to present Proofpoint’s solutions and value.
• Systematically research and identify prospective clients within Ontario’s territory for the Mid-Market segment.
• Manage complete sales cycles including lead generation, opportunity discovery, product demos, Q&A, negotiation, and closing deals.
• Collaborate with our growing channel partner network to boost both new and incremental sales.
• Provide regular strategic updates and forecasts through one-on-one and team meetings with management.
• Continuously update knowledge about Proofpoint’s products and the evolving cybersecurity field.
• Adapt working hours when necessary to accommodate different time zones and undertake occasional travel for key client engagements.

Qualifications

• Proven experience working within Canadian territories, with a strong focus on Ontario’s Greater Toronto Area.
• At least three years selling sophisticated enterprise software solutions.
• Preferably experienced in selling to Mid-Market or Enterprise accounts.
• Demonstrated history of consistent sales achievements and exceeding targets.
• Capability to oversee full sales processes from initiation through closing.
• Excellent presentation, public speaking, and communication skills.
• Strong organizational abilities and interpersonal communication (both verbal and written).
• Team-oriented mindset with a positive approach and willingness to share best practices.
• Familiarity with Salesforce.com or similar CRM tools is advantageous.
• Bachelor’s Degree or equivalent professional experience required.
• Willingness for hybrid work with four days onsite in Toronto.

Benefits and Culture

• Competitive salary and comprehensive benefits package.
• Opportunities for career growth aligned with personal goals.
• Flexible working environment supporting work-life balance.
• Annual wellness initiatives and community engagement days.
• Ongoing employee recognition programs.
• Access to global collaboration and networking opportunities.
• Inclusive culture fostering belonging, purpose, and daily success for all employees.
• Accommodations available during application and interview processes for those who require them.