Enterprise Architect, Financial Services - Toronto, Canada

Cloudflare • East Portal Distributed Camping Area, CO

3d

About The Position

Cloudflare is hiring an Enterprise Architect focused on financial services in Toronto, Canada. The role helps Canadian financial institutions modernize customer applications, internal platforms, and security while meeting regulatory, resilience, and audit expectations. The architect leads with AI and modern application architecture, develops relationships with developer, platform-engineering, and AI leaders, and helps turn those conversations into new business in partnership with account executives and customer engineers.

The position advises executive, application, and platform leaders on multi-year technology agendas; runs executive and architecture workshops; and develops roadmaps, reference architectures, and business cases with customer teams. It also supports the design and modernization of secure applications, APIs, AI workloads, and developer platforms, and creates prototypes, demos, and reusable assets. The architect represents Cloudflare at industry events and forums and shares customer insights with Product and Engineering.

Travel of up to 20–50% is required for customer meetings, conferences, industry events, and in-person team meetings within the assigned territory. Required travel is reimbursable under the Company’s Travel & Expense Policy. Candidates must have reliable personal or local public transportation to complete required travel. Applicants who progress to the offer stage may be asked to attend an in-person interview at a Cloudflare office or hub.

Requirements

• 10+ years of experience in customer-facing technical roles, such as solutions architect, enterprise architect, field CTO, or technical consultant, working with large, complex organizations.
• Ability to discuss digital strategy credibly with executives and go deep on architecture with engineering teams.
• Experience leading executive workshops or technology strategy sessions.
• Hands-on experience building and shipping an application, professionally or independently, including web, serverless, or AI-powered applications.
• Deep understanding of microservices, APIs, event-driven systems, CI/CD, serverless, and edge compute.
• Hands-on experience with LLMs, RAG, MCP, AI gateways, and AI security.
• Additional depth in at least two of the following areas, including at least one in security: application and API security; Zero Trust and SASE; network services; application performance; or data protection and sovereignty.
• Reliable personal or local public transportation to complete required travel.

Nice To Haves

• Experience working with banks, insurers, wealth managers, payments, or capital markets, and familiarity with Canadian regulatory expectations such as OSFI B-10, B-13, E-21, and E-23.
• Experience selling or rolling out developer tools, internal developer platforms, or AI coding assistants in large engineering organizations.
• Working knowledge of AWS, Azure, or Google Cloud.
• Familiarity with agentic payments and protocols such as UCP, AP2, and x402.
• Thought leadership demonstrated through talks, blog posts, open-source contributions, or published architectural guidance.
• Experience building something on Cloudflare Workers.

Responsibilities

• Grow Cloudflare’s presence in new business units and engineering teams across financial-services customers, leading with AI and modern application architecture in partnership with the account team.
• Advise C-suite, application, and platform leaders on multi-year technology agendas.
• Lead executive and architecture workshops that produce co-developed roadmaps, reference architectures, and business cases.
• Advise institutions on building, securing, and governing AI applications, agents, and features, and on the effects of AI on developer productivity.
• Help teams re-architect customer applications and internal developer platforms, from migration strategy through developer adoption at scale.
• Help architect applications, APIs, and AI workloads that are secure by design and meet financial-services risk and resilience expectations.
• Create prototypes, demos, and reusable assets demonstrating Cloudflare capabilities, and share them with the broader team.
• Represent Cloudflare at industry events, executive roundtables, and sector forums; publish architectural guidance; and share insights with Product and Engineering.
• Collaborate with account teams to build trusted relationships, open conversations with new technical teams, support AI and developer-platform wins, and contribute reusable assets and external thought leadership.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed