Executive Director, Software Development

Job Summary  

As Executive Director, Software Development, you will play a key leadership role in shaping how we build, deliver, and operate software across Cineplex’s Digital Product and Enterprise Systems portfolios. You will set the vision for modern development practices and lead teams responsible for both high‑impact digital products like Online Ticketing, Mobile Food & Beverage, and CineClub, as well as the Enterprise applications and platforms that power our core business operations. 

This is an opportunity to make a visible, meaningful impact at an iconic Canadian company. You will champion modern, scalable development standards and responsibly adopt AI‑enabled tools to improve how teams work, enhancing speed, quality, reliability, and security. Partnering closely with leaders across Product, Design, QA, Architecture, Cyber Security, and Operations, you will help align roadmaps, prioritize investments, and ensure a consistent, high‑quality engineering approach that supports Cineplex’s growth and guest experience.

This is a hybrid position (3 days in the office per week). Office location is 1303 Yonge Street, Toronto.
 

Responsibilities  

• Shape the future of software development at Cineplex by setting and evolving the vision, strategy, and standards for modern software development across our digital and enterprise portfolios, driving excellence in developer experience, quality, performance, reliability, security, and SDLC governance. 

• Lead with a strong product mindset, partnering closely with Product leaders to align roadmaps, manage dependencies, and deliver meaningful outcomes that power revenue growth, enhance the guest experience, and support core business operations. 

• Advance how we build software by defining and scaling AI‑enabled engineering tools and operating models, across coding, automated testing, code reviews, and documentation, with clear success metrics and responsible‑use guardrails. 

• Develop and inspire your team through coaching, performance management, org design, and succession planning, building high‑performing teams equipped to scale with the business. 

• Own engineering excellence at scale, ensuring production readiness, reliability, security, and compliance across all platforms, while continuously improving how we deliver and operate software. 

• Provide strong operational leadership, including budget oversight, vendor and partner management, and governance to ensure efficient, secure, and compliant delivery. 

• Collaborate across the enterprise, working closely with Product, Design, QA, Architecture, Cyber Security, Operations, and other partners to align priorities and drive consistent, high‑quality engineering outcomes. 

Requirements  

• Bachelor’s degree in Computer Science, Software Engineering, or a related field (or equivalent practical experience); relevant certifications are an asset. 

• 15+ years of experience building and operating modern software products and platforms (digital and/or enterprise), including cloud‑based architectures. 

• 8+ years leading large‑scale software engineering organizations, including managing people leaders and scaling practices across multiple teams. 

• Proven ability to lead leaders and scale high‑performing organizations, using data and metrics to drive strong delivery, quality, reliability, cost management, and customer outcomes. 

• Proven ability to define engineering vision, strategy, and standards across a broad portfolio. 

• Strong experience establishing modern delivery practices at scale (CI/CD, automated testing, release governance, reliability, observability). 

• Hands‑on understanding of modern technology stacks (e.g., C#/.NET, React, Azure) or equivalent enterprise environments. 

• Passion for defining and scaling AI‑assisted development tools and practices, with a strong focus on responsible use (security, privacy, data, IP). 

• A strong product mindset, with the ability to translate business outcomes into technology investment and delivery priorities. 

• Experience managing budgets, vendors, and partners, and driving governance, risk management, and compliance.