Regional Sales Director, Canada

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster. The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software. *Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab. As the Regional Manager, Sales for Canada, you’ll lead a high-performing team of Account Executives to grow adoption of GitLab’s AI-powered DevSecOps platform across industries and customer segments, helping Canadian organizations plan, build, secure, and ship software faster across the entire software development lifecycle. You’ll be responsible for managing software sales, bookings, and revenue, while building strong relationships with new and existing customers who rely on GitLab to increase developer productivity, improve operational efficiency, and reduce security and compliance risk. You’ll hire and develop top talent, set clear territory and market strategies, and ensure your team’s sales plans align with GitLab’s overall growth goals. In your first year, you’ll focus on building a strong team culture, deepening our presence with leading Canadian organizations, and consistently meeting or exceeding performance objectives in a fast-paced, open source software and SaaS environment. Must be located in Canada What you’ll do - Lead, coach, and motivate a team of Account Executives covering Canada to deliver software sales, bookings, and revenue results - Drive territory and market planning by analyzing market dynamics, customer needs, and competitive trends to identify and execute on growth opportunities across segments and industries - Develop and own accurate sales forecasts, territory management plans, and growth strategies that align to GitLab’s overall revenue goals - Establish, track, and report on key performance metrics for the team, and take action to address gaps and improve outcomes - Collaborate closely with Renewals, Marketing, Sales Operations, and other cross-functional partners to manage pipeline health, renewal performance, and deal execution - Recruit, hire, and onboard top sales talent while investing time weekly to build and maintain a strong pipeline of potential future hires - Create a high-performing, inclusive, and positive team culture through regular coaching, clear expectations, and ongoing development - Educate and enable your team on GitLab’s product, pricing, AI-powered DevSecOps positioning, and the industry, privacy, and regulatory factors that matter to Canadian customers What you’ll bring - 7-10 years of progressive experience in field sales, sales operations, and sales management in an open source software, DevOps, or similar software-as-a-service environment - Demonstrated success leading and developing account-focused sales teams in a commercial or enterprise segment, including hiring, coaching, and performance management - Experience selling to large commercial and enterprise organizations, with a willingness to “roll up your sleeves” and participate directly in selling activities when needed - Proven track record of meeting or exceeding performance objectives (revenue targets, pipeline targets, etc.) - Experience building and executing go-to-market strategies across multiple segments or industries, including regulated ones - Ability to exercise effective judgment, sensitivity, and creativity as needs change, and to thrive in a fast-paced environment with a challenging workload - Strong relationship-building, negotiation, and presentation skills, including executive-level written and verbal communication and the ability to mentor others - Alignment with GitLab’s values and a genuine passion for open source, with openness to candidates who bring transferable leadership experience from adjacent software markets - Ability to travel if needed and comply with the company’s travel policy Remote-Global How GitLab Supports Full-Time Employees - Benefits to support your health, finances, and well-being - Flexible Paid Time Off - Team Member Resource Groups - Equity Compensation & Employee Stock Purchase Plan - Growth and Development Fund - Parental Leave Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application. Country Hiring Guidelines: GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process. Privacy Policy: Please review our Recruitment Privacy Policy. Your privacy is important to us. GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also GitLab’s EEO Policy and EEO is the Law. If you have a disability or special need that requires accommodation, please let us know during the recruiting process.