Top Sales Jobs in Toronto, ON

Drive new business for Cloudflare’s Enterprise services across Ontario by identifying target accounts, developing territory plans, building sales pipelines, articulating technical value propositions, negotiating contracts, achieving revenue targets, and developing strategic customer and partner relationships. The role requires technical sales expertise and the ability to engage security, networking, development, infrastructure, and executive stakeholders.

Leads technical go-to-market activities for enterprise customers, including discovery, architecture design, technical validation, demonstrations, proofs of concept, onboarding oversight, adoption, and expansion. Acts as a trusted technical advisor across the customer lifecycle while carrying revenue quota. Designs migration and deployment strategies, resolves technical objections, leads executive reviews, automates workflows with AI, and develops technical enablement resources.

Own enterprise sales across large Canadian accounts, particularly in Toronto, Montreal, and Vancouver. Develop territory and account plans, achieve revenue targets, articulate Cloudflare’s value proposition, negotiate contracts, maintain sales pipelines, build strategic customer relationships, and support customer satisfaction. The role requires substantial B2B experience selling security or networking solutions, enterprise sales expertise, technical networking knowledge, and the ability to manage complex sales cycles.

Serve as a quota-carrying technical advisor for enterprise customers throughout pre-sales validation, onboarding, deployment architecture, adoption, renewal, and expansion. Design Cloudflare network and security solutions, lead technical discovery, demonstrations, proofs of concept, migration blueprints, QBRs, and executive engagements. Translate technical capabilities into business value, identify risks and expansion opportunities, and automate workflows using AI, LLMs, scripting, and internal platforms. Travel up to 20–50% may be required.

Serves as a quota-carrying technical advisor for enterprise customers throughout the full sales and adoption lifecycle. Leads technical discovery, architecture design, proofs of concept, presentations, onboarding blueprints, deployment guidance, QBRs, and expansion strategy. Partners with account executives and customer engineering teams to translate Cloudflare’s networking, security, performance, and developer platform capabilities into business outcomes. Uses AI and automation to streamline technical workflows, while creating enablement materials and managing integration risks.

Leads Cloudflare’s Canada Major Accounts and Federal sales organization, driving regional revenue, customer and partner relationships, team growth, forecasting, complex enterprise transactions, and modern AI-supported go-to-market execution. The role requires executive engagement across private and public sectors, cross-functional leadership, compliance oversight, sales talent development, and representation at conferences, media opportunities, and PR events. The position is based in the Greater Toronto Area with office attendance two to three times weekly.

The Senior Majors Account Executive will lead strategic customer engagements, manage large platform sales, and drive digital transformations while exceeding sales targets.

The Territory Account Executive will drive new business in Ontario for Cloudflare's Enterprise services, focusing on technical sales to commercial accounts, managing relationships, and achieving revenue targets.