About the Team
Reporting to the Director of Enterprise Sales, the Canadian team is a high-performing group of sellers focused on delivering meaningful security outcomes for Canada's largest organizations. In addition to Manager Bootcamp, Managers are provided best-in-class sales enablement training and engineering support.
About the Role
As a Manager of Sales, your primary responsibility will be to lead and scale the Canadian sales team, driving growth across strategic accounts from coast to coast. Specifically, your focus will be to:
- Manage a team of sellers responsible for selling the Rapid7 portfolio of software products across Canada.
- Develop and execute go-to-market strategies to consistently exceed regional revenue targets.
- Recruit, enable, and train new hires to the team, coaching them in Rapid7's sales methodology and current product knowledge.
- Build and grow channel partner relationships across Canada, working closely with the channel team to expand reach and accelerate pipeline.
- Partner with Marketing to strengthen Rapid7's brand and presence within the Canadian market.
- Strategize with the team on positioning and competitive differentiation for cybersecurity software products.
- Partner with cross-functional teams including Customer Success, Marketing, and Sales Engineering to deliver exceptional customer outcomes.
- Foster a culture of accountability, collaboration, and continuous improvement within the team.
The skills and qualities you'll bring include
- Bring 3-5 years of experience in a quota-carrying enterprise software sales role as an individual contributor alongside 3-5 years in a sales leadership role or team lead capacity.
- Demonstrate proven experience selling into enterprise accounts across Canada with an established regional network.
- Maintain a clear understanding of both the customer buying process and sales methodologies within the enterprise software space.
- Leverage a deep knowledge of the Canadian channel ecosystem with a track record of building and leveraging partner relationships.
- Possess the ability to travel up to 25% across Canada as needed.
- Demonstrate accountability by holding self and others responsible for driving business growth, target attainment, accurate pipeline management, and forecasting.
- Utilize strategic decision-making capabilities to make efficient decisions that resolve challenges and enable team momentum.
- Drive cross-functional collaboration across Product Marketing, Engineering, Customer Success, and People Strategy to deliver sustainable improvements.
- Demonstrate agility in navigating change and ambiguity within a high-growth environment, acting as an active driver of continuous improvement.
- Embody our core values to foster a culture of excellence that drives meaningful impact and collective success.
We know that the best ideas and solutions come from multi-dimensional teams. That's because these teams reflect a variety of backgrounds and professional experiences. If you are excited about this role and feel your experience can make an impact, please don't be shy - apply today.
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About Rapid7
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what's possible and drive extraordinary impact. We're building a dynamic and collaborative workplace where new ideas are welcome.
Protecting 11,500+ customers against bad actors and threats means we're continuing to push the envelope just like we' ve been doing for the past 20 years. If you 're ready to solve some of the toughest challenges in cybersecurity, we're ready to help you take command of your career. Join us.
Skills Required
- 3-5 years of experience in a quota-carrying enterprise software sales role as an individual contributor
- 3-5 years of experience in a sales leadership role or team lead capacity
- Proven experience selling into enterprise accounts across Canada
- Established regional network across Canada
- Understanding of enterprise customer buying processes and sales methodologies
- Knowledge of the Canadian channel ecosystem and experience building partner relationships
- Ability to travel up to 25% across Canada
- Experience with business growth, target attainment, pipeline management, and forecasting accountability
- Strategic decision-making and cross-functional collaboration skills
- Ability to navigate change and ambiguity in a high-growth environment
Rapid7 Compensation & Benefits Highlights
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Leave & Time Off Breadth — Time off is described as robust, with unlimited PTO for U.S. employees alongside company-wide disconnect days and standard holidays. Feedback suggests this breadth provides meaningful flexibility and recharge time.
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Healthcare Strength — Healthcare is characterized as comprehensive, including medical, dental, vision, and mental-health resources, often available from the start date. Feedback suggests these offerings stand out as a core strength of the package.
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Equity Value & Accessibility — Equity participation is available through an ESPP and, for many roles, RSUs or stock options. Feedback suggests these programs add meaningful value to total compensation.
Rapid7 Insights
What We Do
At Rapid7, our vision is to create a secure digital world for our customers, our industry, and our communities. We do this by harnessing our collective expertise and passion to challenge what’s possible and drive extraordinary impact. We’re building a dynamic and collaborative workplace where new ideas are welcome. Protecting 11,000+ customers against bad actors and threats means we’re continuing to push the envelope - just like we’ve been doing for the past 20 years. If you’re ready to solve some of the toughest challenges in cybersecurity, we’re ready to help you take command of your career. Join us.
Why Work With Us
With our products, research, and open source communities, we’re building a secure digital future for everyone. This means constantly learning and evolving in an industry that’s anything but stagnant. You’ll be faced with tough challenges, and given the support to find creative solutions that drive our business, and your career forward.
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Rapid7 Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our default working model is hybrid, with employees working three days per week in the office. This approach underpins our commitment to flexibility and adaptability while supporting our dedication to development, teamwork and customer purpose.

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