Director, Customer Engineering

About Cloudflare

Cloudflare operates one of the world's largest networks, powering millions of websites and Internet properties for customers ranging from individual bloggers to Fortune 500 companies. The company protects and accelerates Internet applications without requiring hardware installation, software changes, or code modifications. Cloudflare was named to Entrepreneur Magazine's Top Company Cultures list and ranked among Fast Company's World's Most Innovative Companies.

We value builders who identify and solve normalized problems with AI-native solutions. Our culture emphasizes iteration, leveraging AI to ship faster, and sharing improvements across teams.

About the Role

The Director of Customer Engineering will partner directly with the Vice President of Sales for Canada to lead one of Cloudflare's fastest-growing enterprise market segments. As a key member of the Canadian leadership team, you will be accountable for technical win rates, deal quality, customer outcomes, and team effectiveness across the entire Canadian portfolio.

Operating through managers and senior individual contributors, you will drive the regional vision by embedding AI-assisted execution and automated evaluation into sales engineering workflows, setting execution standards while strategically engaging in critical customer moments to accelerate growth and impact.

Key Responsibilities

• Drive Regional Strategy: Partner with Canadian Sales Leaders to develop and execute technical solution strategies, leveraging AI-assisted architecture platforms and automated account planning tools to design customized technical blueprints.
• Lead and Scale the Team: Recruit, interview, and onboard new team members while managing capacity, equitable workload distribution, and optimizing productivity through AI-driven operational tools.
• Foster Professional Growth: Develop team members' skills, technical knowledge, and careers within Cloudflare, coaching future managers and technical leaders on leveraging automated AI workflows to eliminate manual overhead.
• Own Performance Metrics: Oversee and report on Canadian technical win rates, customer health scores, and regional performance against strategic objectives.

Location & Work Arrangement

This position is available as hybrid or remote within Canada.

Salary Disclosure: The employer did not publish compensation for this role. The salary range shown ($200K–$350K USD/year) is an editorial market estimate based on similar Director-level customer engineering roles in the SaaS and infrastructure sectors, and is not employer-provided. Actual compensation may vary significantly by candidate experience, qualifications, location within Canada, and other factors.