Director of Engineering

Opportunity Snapshot

Pixieset is growing, and we’re hiring a hands-on Director of Engineering to lead multiple Engineering teams building and delivering impactful customer-facing applications for photographers and creative professionals. As a key decision-maker on our Engineering leadership team, you’ll help define and execute our technical vision, strategy, and objectives - scaling our product and engineering practices as we continue to expand.

You’ll partner closely with Product and Design leadership to align on priorities, translate the roadmap into strong execution, and enable teams to deliver reliably. In this role, you’ll foster a culture of engineering excellence by strengthening our approach to delivery, quality, reliability, and innovation. With over 1 million users worldwide, your leadership will directly shape Pixieset into a best-in-class platform for our community of creators.

Your Impact

• Lead, mentor, and inspire multiple high-performing teams to deliver best-in-class customer-facing web and mobile applications
• Plan and drive execution across multiple concurrent initiatives, balancing priorities, scope, timelines, and quality
• Oversee application engineering from development and release through ongoing performance, reliability, scalability, and maintainability
• Define and drive technical vision, strategy, and measurable goals across teams to align with business objectives and the product roadmap
• Partner cross-functionally to define success metrics, balance delivery with technical debt, and drive innovative, data-informed solutions
• Advocate for Engineering and the customer experience by aligning technology investments with long-term business outcomes
• Set and uphold high standards across software quality, security, operational excellence, and customer-focused engineering practices
• Develop strong leaders and teams through 1:1s, coaching, performance management, career development, and hiring to support continued growth

Role Requirements

• 8+ years of experience in application development, with deep expertise designing and operating high-volume, highly available, scalable backend services and web applications in production
• Proven ability to lead, mentor, and grow high-performing teams through coaching, feedback, and career development, including direct people management and experience managing and developing managers
• Strong knowledge of Agile delivery, modern DevOps principles, security best practices, and cloud-based application development, with demonstrated ownership of operational reliability, incident response, and root cause analysis
• Proven ability to engage in meaningful technical discussions with staff-level engineers, provide architectural guidance, and drive innovation - balancing near-term delivery with long-term technical health, including technical debt management
• Strong technical judgment and a people-centric leadership approach, with exceptional interpersonal and cross-functional communication skills; able to translate business objectives into technical roadmaps and measurable outcomes
• Track record of building and scaling high-performing teams and engineering culture, leading through action, accountability, and high standards, while staying hands-on and close to the codebase, tools, and systems
• Thrives in a dynamic, continuous delivery environment, bringing high ownership, strong attention to detail, and a passion for delivering world-class software - paired with experience driving outcomes through metrics/KPIs and responsible resource planning

What We Offer

• Hybrid work environment (2 in-office days per week)
• 4 weeks of annual vacation & paid time off for office holiday closure
• RRSP matching
• $2,000 annual health & lifestyle spending account
• $1,000 annual education budget
• $1,000 annual charitable donation matching
• Comprehensive benefits: extended health, critical illness, long-term disability & life insurance
• Company-issued MacBook & home office budget
• Anniversary rewards & complimentary Pixieset premium account
• Team-building activities & company-wide events
• A workplace recognized for excellence — We’re proudly certified as a Great Place to Work™, ranked #2 among Canada’s Top Employers, and named one of Canada’s Top Small & Medium Employers

The typical salary range for this position is CAD $185,250 - $246,750 annually. Salary offered will be based on skills, experience and market data.

Working at Pixieset

Pixieset is the #1 go-to platform for photographers to deliver photos, sell prints, book clients, get paid, and more, all in one place. We help millions of photographers and creatives around the world do more of what they love.

At Pixieset, you’ll find a culture built on collaboration, curiosity, and craftsmanship. We care deeply about clean design, thoughtful code, and meaningful work that creates real impact for our users. We value continuous learning, connection, and the power of technology to simplify complex challenges. Our team is diverse in background and perspective but united by a shared mission: building products that empower creatives to grow with purpose.

We’re proud to be certified as a Great Place to Work™, ranked #2 among Canada’s Top Employers, and named one of Canada’s Top Small & Medium Employers - a reflection of the supportive, growth-minded environment we’ve built together.

Pixieset is growing quickly but thoughtfully, combining the stability to think long term with the agility to move fast. Whether you’re building new features, improving infrastructure, or shaping the customer experience, your work has both impact and purpose. Every feature we create helps creatives spend less time managing and more time creating.

For more information on Pixieset, please visit our careers page and follow us Facebook, LinkedIn, X and Instagram!