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About the Role
Cloudflare is seeking an experienced Sales Leader to spearhead business growth in Canada, driving revenue and brand awareness. This role requires strategic and hands-on leadership to implement a modernized go-to-market strategy, including team building, AI-supported pipeline optimization, and closing complex deals.
Responsibilities
- Lead and grow the Canada Major Accounts and Federal sales team.
- Design, build, and execute regional strategies leveraging data-driven automation.
- Serve as the local executive point of contact for all Major Account & Federal functions in Canada.
- Drive a modern business cadence for forecast calls, deal reviews, and team meetings.
- Lead cross-functional programs and campaigns to convert market signals into revenue.
- Drive regional sales growth through organizational planning and executive engagement.
- Represent Cloudflare as the single point of contact for Regional operational concerns.
- Ensure corporate policy and regulatory initiatives are consistently applied.
- Inspire interpersonal effectiveness and develop top-tier sales talent.
- Act as an active 'doer' and 'influencer' at key external conferences and events.
Requirements
- Currently in a sales leadership role.
- Bachelor's degree required.
- 10+ years of SaaS sales experience, selling to large enterprise accounts in both Private and Federal sectors.
- 5+ years of SaaS cybersecurity/networking sales management experience leading a named field sales team.
- Proven experience managing and coaching long, complex, high-value enterprise sales cycles.
- Demonstrated experience selling into top-tier key verticals including Financial Services, Public Sector, Service Providers, Retail, Manufacturing, Energy, and Media.
- Solid technical grounding in IaaS, Networking, and Information Security services.
- Familiarity with AI-assisted sales tools, automated pipeline workflows, and digital-first go-to-market methodologies.
- Exceptional leadership, executive presentation, and cross-functional communication skills.
- Self-motivated, entrepreneurial mindset with a passion for problem-solving and innovation.
- Comfortable working in a fast-paced, dynamic environment.
- Comfortable working in an office environment in the Greater Toronto Area (GTA) 2–3 times a week.
Skills
- SaaS sales
- Enterprise account sales
- Cybersecurity sales
- Networking sales
- Sales management
- Complex sales cycles
- Partner-led revenue
- IaaS
- Networking
- Information Security services
- AI-assisted sales tools
- Automated pipeline workflows
- Digital-first go-to-market methodologies
- Leadership
- Executive presentation
- Cross-functional communication
- Problem-solving
- Innovation
Location
- Toronto, Ontario
- Greater Toronto Area (GTA)
Work Type
- Hybrid
Experience Level
- 10+ years of SaaS sales experience
- 5+ years of SaaS cybersecurity/networking sales management experience
Education Level
- Bachelor's degree
About the Company
- Cloudflare is on a mission to help build a better Internet.
- The company runs one of the world’s largest networks.
- Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code.
- Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list.
- Cloudflare was ranked among the World’s Most Innovative Companies by Fast Company.
- Cloudflare values candidates who have the instinct to spot a 'normalized' problem and the AI-native curiosity to create a solution.
- Cloudflare's culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow.
- Cloudflare is not just a highly ambitious, large-scale technology company; it's a large-scale technology company with a soul.
- Fundamental to Cloudflare's mission is protecting the free and open Internet.
- Project Galileo equips journalism and civil society organizations with tools to defend themselves against attacks.
- The Athenian Project ensures state and local governments have the highest level of protection and reliability for free.
- Cloudflare released 1.1.1.1, a faster, more secure, and privacy-centric public DNS resolver.
Equal Opportunity
- Cloudflare is proud to be an equal opportunity employer.
- We are committed to providing equal employment opportunity for all people and place great value in both diversity and inclusiveness.
- All qualified applicants will be considered for employment without regard to their, or any other person's, perceived or actual race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, national origin, ancestry, citizenship, age, physical or mental disability, medical condition, family care status, or any other basis protected by law.
- We are an AA/Veterans/Disabled Employer.
- Cloudflare provides reasonable accommodations to qualified individuals with disabilities.