Enterprise Architect, Financial Services - Toronto, Canada at Cloudflare | AIResume

About the role

About Us

At Cloudflare, we are on a mission to help build a better Internet. Today the company runs one of the world’s largest networks that powers millions of websites and other Internet properties for customers ranging from individual bloggers to SMBs to Fortune 500 companies. Cloudflare protects and accelerates any Internet application online without adding hardware, installing software, or changing a line of code. Internet properties powered by Cloudflare all have web traffic routed through its intelligent global network, which gets smarter with every request. As a result, they see significant improvement in performance and a decrease in spam and other attacks. Cloudflare was named to Entrepreneur Magazine’s Top Company Cultures list and ranked among the World’s Most Innovative Companies by Fast Company.

At Cloudflare, we’re not looking for people who wait for a polished roadmap; we’re looking for the builders who see the cracks in the Internet that everyone else has simply learned to live with. We value candidates who have the instinct to spot a "normalized" problem and the AI-native curiosity to create a solution using the latest tools. Our culture is built on iteration, leveraging AI to ship faster today to make it better tomorrow, while ensuring that every improvement, no matter how small, is shared across the team to lift everyone up. If you’re the type of person who values curiosity over bureaucracy, and that AI is a partner in solving tough problems to keep the Internet moving forward, you’ll fit right in.

Available Location: Toronto, Canada

About the Role

Canada's financial institutions are modernizing their customer applications, internal platforms, and security, while meeting strict regulatory, resilience, and audit expectations. Digital-native players are moving just as fast on AI-powered experiences, agentic commerce, and real-time payments. Both build much of their software in-house, and AI coding assistants and agents are accelerating how fast they build and ship.

Cloudflare is looking for an Enterprise Architect (Financial Services), to help them make that shift. You'll lead with AI and modern application architecture, open new conversations with developers, platform-engineering, and AI leaders, and turn them into new business. You'll work alongside the Account Executives and Customer Engineers who own each account.

What You'll Do

Expand our footprint: Grow Cloudflare into new business units and engineering teams across our 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 their 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, not 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's 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 You'll Bring

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've led executive workshops or technology strategy sessions.
A builder at heart: You've 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've built something on Cloudflare Workers.

What Success Looks Like

In your first 12 months, working in collaboration with the account team:

You've 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've 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've helped land AI and developer-platform wins.
You've built and shared at least one reusable asset, such as a prototype, demo, or reference architecture, that the team uses on its own.
You've represented Cloudflare externally, at an industry event or through published guidance.

Travel

This role will require travel up to 20–50% to attend customer meetings, conferences, industry events, and other in-person team meetings, within the assigned territory. For this reason, candidates must have reliable personal or local public transportation to complete all required travel. Required travel is reimbursable in accordance with the Company's Travel & Expense Policy, as it may be amended from time to time.

What Makes Cloudflare Special?

We’re not just a highly ambitious, large-scale technology company. We’re a highly ambitious, large-scale technology company with a soul. Fundamental to our mission to help build a better Internet is protecting the free and open Internet.

Project Galileo: Since 2014, we've equipped more than 2,400 journalism and civil society organizations in 111 countries with powerful tools to defend themselves against attacks that would otherwise censor their work, technology already used by Cloudflare’s enterprise customers--at no cost.

Athenian Project: In 2017, we created the Athenian Project to ensure that state and local governments have the highest level of protection and reliability for free, so that their constituents have access to election information and voter registration. Since the project, we've provided services to more than 425 local government election websites in 33 states.

1.1.1.1: We released 1.1.1.1 to help fix the foundation of the Internet by building a faster, more secure and privacy-centric public DNS resolver. This is available publicly for everyone to use - it is the first consumer-focused service Cloudflare has ever released. Here’s the deal - we don’t store client IP addresses never, ever. We will continue to abide by our privacy commitment and ensure that no user data is sold to advertisers or used to target consumers.

Sound like something you’d like to be a part of? We’d love to hear from you!

Please note that applicants who progress to the offer stage of the interview process may be asked to attend an in-person interview within one of the Cloudflare Offices or Cloudflare Hubs. More details about this will be available at that stage of the interview process.

This position may require access to information protected under U.S. export control laws, including the U.S. Export Administration Regulations. Please note that any offer of employment may be conditioned on your authorization to receive software or technology controlled under these U.S. export laws without sponsorship for an export license.

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. Examples of reasonable accommodations include, but are not limited to, changing the application process, providing documents in an alternate format, using a sign language interpreter, or using specialized equipment. If you require a reasonable accommodation to apply for a job, please contact us via e-mail at [email protected] or via mail at 101 Townsend St. San Francisco, CA 94107.