Engineering Manager in Winnipeg

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 Locations: Lisbon

About the Department: Emerging Technologies & Incubation (ETI) is where new and bold products are built and released within Cloudflare. Rather than being constrained by the structures which make Cloudflare a hugely successful business, we are able to leverage them to deliver entirely new tools and products to our customers. Cloudflare’s edge and network make it possible to solve problems at massive scale and efficiency which would be impossible for almost any other organization.

About the Team: We build the tooling and platform capabilities that power the next generation of AI agents on the Cloudflare Developer Platform. Our goal is to make it easier for agents to interact with the web, and to be observed and controlled while they do it — without giving up performance, scalability or security. We are a tight-knit team that communicates and collaborates regularly. We celebrate our achievements, support each other when we make mistakes, and hold each other and our work to the highest standard.

About the Role: You will not be writing most of the code. You will be expected to understand it well enough to review a design document, challenge an architecture, and know when an estimate is wrong.

What you’ll do:

• Partner with Product Management to set direction: shape the roadmap, pressure-test scope, and make the trade-off calls that keep an incubation product shipping.
• Keep the automation surface honest: Puppeteer and Playwright compatibility, CDP behaviour that matches what developers expect from a local Chrome, and a credible story for Chrome version upgrades.
• Develop leaders. Identify and grow the engineers who will run day-to-day delivery for an area of the product, and hand that work to them.
• Resolve cross-team dependencies with the Workers, Developer Platform, Security and Billing teams, and bring contentious technical decisions to closure quickly and calmly.
• Own the commercial mechanics of a billed service, including the unglamorous parts: usage metering, quotas, plan limits, abuse protection and pricing input.

About you:

We want you to love it here. This role is a great fit for you if:

• You have run an engineering team that shipped, and you can point at what it shipped.
• You give your technical legos away.
• Your measure of success is the team’s output and the growth of the people on it, not your own commit history.
• You are comfortable with ambiguity. Incubation means the requirements move, and you can change direction without drama.
• You are direct. You give feedback early, disagree openly, and admit when you were wrong.
• You write well. You believe a clear design document, roadmap or incident report is as much of a deliverable as the code.
• You care about operational quality and treat a noisy alert as a bug, not as background noise.
• You want to join a team that upholds a culture of support, open and honest communication, and collaborative problem-solving.

Examples of Desirable Skills, Knowledge, and Experience:

• 2+ years managing engineering teams, on top of a solid track record as a hands-on engineer.
• Experience owning a production service end to end, including on-call rotation, capacity planning and incident review.
• Demonstrated experience growing engineers — promotions you supported, and ideally a team lead or first-line manager you developed.
• A track record of partnering with Product Management to set and defend a roadmap, including saying no.
• Excellent written communication for internal and public-facing technical content.
• Experience hiring: writing job descriptions, running interview loops, calibrating a panel and closing candidates.

Bonus Points:

• Experience shipping AI or agent-facing platform primitives, such as MCP servers, tool-calling surfaces or agent orchestration.
• Familiarity with the Cloudflare Workers development platform: Workers, Durable Objects, Workflows, R2, D1.
• Experience taking an internal tool to a billed external product, including usage metering and pricing.
• Experience managing a distributed team across time zones.
• Open source maintainership, or a public body of technical writing.

Compensation: For Portugal based hires: Estimated annual salary of €74,000 - 93,000.

Equity: This role is eligible to participate in Cloudflare’s equity plan. Cloudflare offers a complete package of benefits and programs to support you and your family.

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.

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