Senior Director, Engineering

This position is posted by Jobgether on behalf of a partner company. We are currently looking for a Senior Director, Engineering in Canada.

This is a high-impact leadership role responsible for owning a core enterprise SaaS platform used daily by global customers. You will lead multiple engineering teams delivering data-heavy, customer-facing products that power compensation analytics and pay equity insights at scale. The role combines strategic ownership with hands-on execution, ensuring the platform remains reliable, fast, and trusted by enterprise clients. You will drive modernization efforts toward an AI-native engineering approach, improving both velocity and product quality. Working in a fast-paced, cross-functional environment, you will partner closely with Product, GTM, and Customer Success to align delivery with business outcomes. This is a key position shaping both current customer value and the future direction of the platform.

• Own end-to-end delivery and performance of a mission-critical enterprise platform, ensuring reliability, scalability, and speed across all releases.
• Lead and develop multiple engineering teams, including experienced managers and senior engineers, fostering strong execution and accountability.
• Define and drive the engineering roadmap in close partnership with Product, GTM, and Customer Success to ensure predictable delivery and business alignment.
• Modernize architecture and engineering practices with a focus on AI-enabled development, improved data workflows, and customer-centric iteration cycles.
• Oversee data systems including ingestion, reconciliation, and analytics workflows that support complex, multi-tenant enterprise environments.
• Improve customer outcomes by reducing time-to-value, increasing platform usability, and continuously enhancing product quality.
• Build, scale, and mentor high-performing teams through hiring, leveling, and ongoing leadership development.

Requirements:

• Extensive experience leading multi-team engineering organizations in a B2B SaaS or enterprise software environment.
• Proven track record of shipping complex, customer-facing products and iterating quickly based on real-world feedback.
• Strong systems thinking with the ability to balance roadmap execution, operational excellence, and long-term platform evolution.
• Hands-on experience leveraging modern AI tools to improve engineering productivity and delivery processes.
• Background working with data-heavy platforms, large-scale ingestion systems, or multi-tenant architectures is highly valuable.
• Excellent cross-functional collaboration skills with Product, Sales, and Customer Success teams.
• Strong leadership presence, direct communication style, and ability to drive clarity and accountability at scale.
• Experience in HR tech, compensation systems, or pay equity domains is a strong plus.

Benefits:

• Competitive salary: 217,000–235,000 CAD annually, based on experience and expertise.
• Equity package allowing participation in company success.
• 20 days of annual vacation, plus paid sick leave and compassionate leave.
• Paid parental leave to support family needs.
• Additional private medical coverage.
• Remote-first setup within commuting distance of Calgary.