Senior Majors Account Executive, Toronto

Cloudflare; Toronto; On-site; CAD 120,000 - 150,000; Full time

Job summary

Cloudflare is seeking a seasoned Majors Account Executive in Toronto to focus on its largest customers. This position demands extensive experience in enterprise architecture and advanced sales strategies, aiming to exceed significant sales targets.

The successful candidate will engage with high-level executives, lead transformative initiatives, and navigate complex opportunities in the landscape of modern cloud solutions, positioning Cloudflare as an indispensable partner in digital transformations.

A minimum of 10 years of sales experience in technology solutions is required, alongside a bachelor's degree or higher.

Qualifications

• Proven ability to exceed multi-million dollar sales targets.
• Mastery of enterprise architecture and Cloudflare solutions.
• Exceptional communication and presentation skills.

Responsibilities

• Own territory and account plans to exceed sales targets.
• Lead complex customer engagements and virtual teams.
• Shape customers’ digital transformation journeys.

Skills

10+ years of experience selling complex, multi-million dollar technology solutions

Understanding of customer enterprise architecture

Influencing CIOs, CISOs, CTOs, and CEOs

Leading virtual teams

Strategic communication and negotiation skills

Education

Bachelor’s degree

MBA or advanced technical degree

Job description

About The Role

We are seeking an exceptionally accomplished and vision‑minded Majors Account Executive to join our Major Accounts sales team focused on Canada’s largest and most strategic customers. In this expert‑level role, you will be the driving force behind Cloudflare’s most strategic customer engagements, leading the charge in securing and expanding critical platform sales within focused accounts. The ideal candidate possesses a profound grasp of enterprise architecture across business, data, applications, and technology, and the ability to articulate how Cloudflare seamlessly integrates into modern cloud operating models.

As a Majors Account Executive you will demonstrate the highest level of sales proficiency, ensuring highly accurate forecasting, strategic pipeline management, and consistently exceeding attainment targets. You will be a recognized subject‑matter expert, providing in‑depth education to customers and partners on Cloudflare’s product ecosystem and its place within the broader security landscape. This role demands the ability to apply executive sponsorship programs, actively engaging with CIOs, CISOs, CTOs, and CEOs, and leading virtual teams that include VPs and SVPs to navigate and close complex, transformative opportunities. You will shape our customers’ digital transformation journeys, identifying opportunities within broader market trends and positioning Cloudflare as their indispensable strategic partner.

What You’ll Do

• Own and execute the most critical territory and account plans, consistently exceeding multi‑million dollar sales targets and annual quotas by architecting and closing large‑scale platform sales within highly focused, strategic accounts.
• Lead with unparalleled accuracy in forecasting and demonstrate mastery of proactive pipeline management, providing visionary insights and strategic guidance that shape the direction of the sales organization.
• Exhibit expert‑level understanding of customer enterprise architecture across business, data, applications, and technology, mapping these to customer business models and articulating how Cloudflare fits into a modern cloud operating model.
• Lead and orchestrate complex customer engagements across multiple business units, directly engaging CIOs, CISOs, CTOs, and CEOs, and applying and managing executive sponsorship programs.
• Drive and lead highly complex virtual teams that include product managers, VPs, and SVPs to manage and close the most strategic customer opportunities.
• Serve as Cloudflare’s leading voice on digital transformation, engaging deeply with customers on key drivers for change and seizing opportunities within broader market trends.
• Connect themes from across departments and global locations to craft critical, crystal‑clear messaging, review performance and output, and provide feedback to enhance organizational performance.
• Consistently articulate long‑term impact, willing to trade short‑term gains for significant long‑term organizational benefit, and build trust through transparent communication.
• Proactively address internal and external needs, driving urgency and innovation company‑wide, and constructively challenging the status quo.

Examples of Desirable Skills, Knowledge, And Experience

• 10+ years of experience selling complex, multi‑million dollar technology solutions in a B2B enterprise model, consistently exceeding quota and closing transformative platform deals.
• Mastery in understanding customer enterprise architecture and adept at mapping Cloudflare solutions to complex business models and modern cloud operating environments.
• Proven ability to apply and manage executive sponsorship programs and influence CIOs, CISOs, CTOs, and CEOs.
• Demonstrated success in leading virtual teams comprising VPs and SVPs to manage and close the most strategic customer opportunities.
• Recognized authority on digital transformation, with deep understanding of market trends and strategic positioning of Cloudflare as a critical partner.
• Exceptional strategic communication, negotiation, and presentation skills, delivering impactful messaging to high‑level customer and internal leadership.
• Bachelor’s degree required; MBA or advanced technical degree or equivalent experience preferred.

Equal Opportunity & Accommodations

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. Please tell us if you require a reasonable accommodation to apply for a job.