Enterprise Architect, Financial Services - Toronto, Canada

Cloudflare is hiring an Enterprise Architect for Financial Services, based in Toronto. The role is for someone who can talk digital strategy with a board and then go deep on architecture with engineering teams, and who can lead with AI and modern application architecture to open new business inside banks, insurers, wealth managers, payments firms, and capital-markets clients. You will work alongside the Account Executives and Customer Engineers who own each account.

What you will do

• Expand our footprint: grow Cloudflare into new business units and engineering teams across financial-services customers, leading with AI and modern application architecture, in partnership with the account team.
• Shape the long-term agenda: advise C-suite, application, and platform leaders on multi-year technology agendas. Run executive and architecture workshops that produce roadmaps, reference architectures, and business cases co-developed with their teams, positioning Cloudflare as a foundational platform rather than a point solution.
• Lead on AI: advise on how institutions build, secure, and govern AI applications, agents, and features, and how AI is changing developer productivity.
• Modernize applications and platforms: help teams re-architect customer applications and internal developer platforms, from migration strategy to getting developers to adopt the new platform at scale.
• Design in security: help architect applications, APIs, and AI workloads that are secure by design and meet financial-services risk and resilience expectations.
• Build to prove it: create prototypes, demos, and reusable assets that show what is possible on Cloudflare, and share them so the whole team can use them.
• Be a voice in the industry: represent Cloudflare at industry events, executive roundtables, and sector forums, publish architectural guidance on key transformation themes, and bring what you learn back to Product and Engineering.

What they are looking for

• Experience: 10+ years in customer-facing technical roles such as solutions architect, enterprise architect, field CTO, or technical consultant, working with large, complex organizations.
• Boardroom to whiteboard: credible in a boardroom conversation about digital strategy and able to go deep on architecture with engineering teams. You have led executive workshops or technology strategy sessions.
• A builder at heart: you have built and shipped an application, whether web, serverless, or AI-powered, professionally or on your own time.
• Software development and modern architecture: deep understanding of microservices, APIs, event-driven systems, CI/CD, serverless, and edge compute.
• AI applications and agents: hands-on experience with LLMs, RAG, MCP, AI gateways, and AI security.
• Additional depth in at least two of the following, including one in security: application and API security (WAF, bot management, DDoS, API protection); Zero Trust and SASE (identity-based access, secure access to AI tools, data loss prevention); network services (network-level DDoS protection, connectivity, telco integration); application performance (caching, latency, scaling at the edge); data protection and sovereignty (data residency, encryption and key management, post-quantum readiness).

Preferred experience

• Financial services: 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.
• Developer platforms at scale: experience selling or rolling out developer tools, internal developer platforms, or AI coding assistants in large engineering organizations.
• Cloud platforms: working knowledge of AWS, Azure, or Google Cloud.
• Agentic commerce: familiarity with agentic payments and protocols such as UCP, AP2, and x402.
• Thought leadership: talks, blog posts, open-source contributions, or published architectural guidance.
• Cloudflare experience: you have built something on Cloudflare Workers.

What success looks like in the first 12 months

Working in collaboration with the account team:

• You have become a trusted advisor to senior technical and business leaders in your assigned strategic accounts, and opened conversations with new developer, platform-engineering, and AI teams.
• You have designed and led 2–3 executive vision-setting or architecture workshops that resulted in documented multi-year roadmaps with Cloudflare as a core platform.
• You have helped land AI and developer-platform wins.
• You have built and shared at least one reusable asset, such as a prototype, demo, or reference architecture, that the team uses on its own.
• You have represented Cloudflare externally, at an industry event or through published guidance.

About Cloudflare

Cloudflare runs one of the world's largest networks, powering millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Its network routes web traffic and gets smarter with every request, which customers see as improved performance and fewer spam and other attacks. The company says it looks for builders who spot problems others have learned to live with, and describes a culture built on iteration and on using AI to ship faster. Cloudflare was named to Entrepreneur Magazine's Top Company Cultures list and ranked among the World's Most Innovative Companies by Fast Company.

Location

The available location for this role is Toronto, Canada.