Enterprise Architect, Financial Services - Toronto, Canada

Cloudflare • San Francisco, CA

2d • Onsite

About The Position

Cloudflare is seeking an Enterprise Architect focused on financial services in Canada to help financial institutions modernize customer applications, internal platforms, and security while meeting regulatory, resilience, and audit expectations. The role also supports digital-native organizations advancing AI-powered experiences, agentic commerce, and real-time payments. The architect will lead with AI and modern application architecture, develop relationships with developers, platform-engineering, and AI leaders, and help generate new business in collaboration with account executives and customer engineers.

The role advises executives and technical leaders on multi-year technology agendas and leads workshops that produce roadmaps, reference architectures, and business cases. It helps customers build, secure, and govern AI applications and agents; modernize applications and developer platforms; and design secure applications, APIs, and AI workloads. The architect also creates prototypes, demos, and reusable assets, represents Cloudflare at industry events, and shares insights with Product and Engineering. The position is based in Toronto, Canada, and requires travel of up to 20–50% within the assigned territory.

Requirements

• At least 10 years in customer-facing technical roles such as solutions architect, enterprise architect, field CTO, or technical consultant, working with large, complex organizations.
• Ability to advise credibly on digital strategy with executive leaders and discuss architecture in depth with engineering teams.
• Experience leading executive workshops or technology strategy sessions.
• Experience building and shipping an application professionally or independently, such as a web, serverless, or AI-powered application.
• 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 listed technical areas, including at least one security area: 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.
• Ability to meet any applicable U.S. export-control authorization condition for access to controlled software or technology, if required.

Nice To Haves

• Experience 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 through talks, blog posts, open-source contributions, or published architectural guidance.
• Experience building something on Cloudflare Workers.

Responsibilities

• Expand Cloudflare's presence into new business units and engineering teams at financial-services customers, 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 roadmaps, reference architectures, and business cases with customer teams.
• Advise institutions on building, securing, and governing AI applications, agents, and features, and on AI's impact on developer productivity.
• Help customers re-architect customer applications and internal developer platforms, from migration strategy through developer adoption at scale.
• Architect secure applications, APIs, and AI workloads that meet financial-services risk and resilience expectations.
• Create prototypes, demos, and reusable assets that demonstrate Cloudflare capabilities, and share them with the team.
• Represent Cloudflare at industry events, executive roundtables, and sector forums; publish architectural guidance and share learnings with Product and Engineering.
• Collaborate with account teams to establish trusted relationships, lead architecture workshops, support AI and developer-platform wins, and produce reusable assets and external thought leadership.

What This Job Offers

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