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 new 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].
How to Apply
Interested? Submit your application along with any supporting information- we can’t wait to hear from you!
Skills Required
- Experience working within Canadian territories, specifically Ontario and Greater Toronto Area
- Minimum of 3+ years selling complex enterprise-class software
- Experience selling to Mid-Market or Enterprise level accounts
- Proven track record of sustained sales success and over-achievement
- 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 (verbal and written) and organizational skills
- Experience working with Salesforce.com or other CRM systems
- Bachelor's degree or equivalent experience
- Ability to work hybrid schedule (4 days a week) in Toronto office
Proofpoint Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Proofpoint and has not been reviewed or approved by Proofpoint.
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Healthcare Strength — Healthcare coverage spans medical, dental, vision, life, and disability, complemented by global physical, mental, and financial health programs. Wellbeing resources such as mindfulness, resilience, and meditation courses are explicitly highlighted.
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Leave & Time Off Breadth — Time-off provisions include PTO, paid holidays and sick days, with parental and family medical leave available. Added flexibility appears in wellness days, a hybrid-first model, and limited work-from-anywhere periods.
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Fair & Transparent Compensation — Pay is considered competitive in many roles and settings, with external recognition indicating strong standing relative to peers. Feedback suggests employees in several departments view compensation favorably when considering base, bonus, and benefits together.
Proofpoint Insights
What We Do
We provide the most effective cybersecurity and compliance solutions to protect people on every channel including email, the web, the cloud, and social media.
