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Area Vice President of Sales, Canada

Cloudflare
Full TimeexecutiveHybrid
HybridPosted February 6, 2026

Job Description

About Us

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company. 

We realize people do not fit into neat boxes. We are looking for curious and empathetic individuals who are committed to developing themselves and learning new skills, and we are ready to help you do that. We cannot complete our mission without building a diverse and inclusive team. We hire the best people based on an evaluation of their potential and support them throughout their time at Cloudflare. Come join us! 

About the role

Canada is critical to the continued success and hyper growth of Cloudflare across the Americas region.  We are looking for a strategic builder and leader that will equip the teams, remove obstacles, and add tremendous value to the customer. Evolving the regional sales coverage model, nurturing executive relationships with key customers and prospects, as well as driving  new business expansion across the country and all business segments will be critical components of this position.  The Area Vice President of Canada will lead and direct our enterprise go-to-market motions, empowering and providing leadership to all sales and customer functions and teams in the CanadianI business.

What you will do 

  • Scale and maintain the Canada sales organization to long-term growth.
  • Recruit, inspire, lead, mentor, motivate and instill operational rigor into the sales organization, to capitalize on the market opportunity for Cloudflare across Canada 
  • Create and drive new strategic go-to-market plans to meet company growth and market share goals.
  • Develop short and long-term market strategy and forecasts through market analysis and interpretation of data and communicate sales activities of execution and sales productivity
  • Leverage strong customer relationships, consistently collecting and providing feedback on customer needs, market trends, and opportunities for continuous process, product, and solution improvement. 
  • Build sales capacity and coverage, and develop a data-driven, metrics-centric sales operations function.
  • Work closely with functions and other executives across the organization to establish and develop a strong and collaborative partnership to ensure continued success.
  • Represent Cloudflare as appropriate at external conferences, media, and PR events. Develop and maintain relationships with Canadian industry and government agencies and other related associations that are key to Cloudflare’s success in the Canadian Market.
  • Create followership among the current team and drive the mission/vision of Cloudflare to the sales force and broader organization.

Who you are

  • High Growth at Scale – 2nd line leadership experience with a track record of developing processes and strategies that enable the organization to scale with the business and leading teams through rapid revenue growth.  Previous Country Manager experience is a plus
  • Go-to-Market Complexity – Well versed in complex, platform/multi-product sales motions across field, inside and channel sales selling into a multi-segment (SMB to Enterprise) customer base.
  • Network Security, IaaS or AI product knowledge – Experience within a cloud-native, highly technical infrastructure SaaS business, and track record of managing a predictable and repeatable recurring revenue business model.
  • Operational Rigor – Experience implementing complex strategy and operational improvements.

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