Principal Software Engineer – Member Experience

Role Overview

• Drive the technical strategy and architectural vision that shapes how millions of people experience work around the world, influencing multiple teams and critical business outcomes.
• Leverage your deep expertise to solve the most ambiguous and complex technical challenges, setting the technical direction and raising the bar for engineering excellence across the organization.
• Remain profoundly hands-on, actively coding approximately 50% of the time, directly tackling our most complex and ambiguous technical challenges and ensuring architectural vision is grounded in practical implementation.
• Mentor and guide senior technical talent, including Staff and Senior Staff Engineers, fostering a culture of innovation, technical mastery, and continuous learning.
• Work alongside an experienced leadership team, contributing directly to strategic technical decisions and influencing the long-term product and engineering roadmap.
• Own and evolve the architectural roadmap for critical parts of or the entire Marketplace offering. Define and champion Engineering best practices, standards, and guidelines for coding, testing, and infrastructure across multiple teams and organizational boundaries.
• Lead the design, build, and maintenance of innovative, cross-functional platform capabilities that enhance the Achievers platform.
• Influence and optimize continuous delivery pipelines and engineering processes across the organization, enabling rapid iteration and high-quality software delivery at scale.
• Provide leadership, guidance, and mentorship to Staff, Senior Staff, and other software developers across multiple teams.
• Collaborate closely with Product, Design, and Engineering leadership to define strategic requirements, translate complex business problems into technical solutions, and influence the overall product and technology roadmap.
• Continuously learn, evaluate, and evangelize industry trends, emerging technologies, and cutting-edge Engineering practices.

Requirements

• 15+ years of progressive software engineering experience including deep expertise in leading and owning complex back-end or full-stack architectural initiatives.
• Proven ability to define, own, and evolve system architecture across multiple teams or an entire domain, consistently delivering complex, highly scalable solutions in a SaaS environment.
• Extensive experience making long-term, strategic technical decisions that balance scalability, reliability, security, maintainability, and developer velocity across an organization.
• Demonstrated ability to identify, prioritize, and strategically reduce systemic technical debt while simultaneously enabling aggressive new product capabilities and innovation.
• Exceptional systems thinking with a track record of designing, building, and operating for ultra-high traffic, high availability, and extreme peak events (e.g., major sales, promotions, holidays) across distributed systems.
• Outstanding written and verbal communication skills, with the ability to articulate complex technical concepts to both technical and non-technical stakeholders, including executive leadership.
• A highly collaborative and influential approach to stakeholder management and cross-functional partnerships at an organizational level.
• Extensive prior experience in coaching, mentoring, and developing Staff and Senior Staff Engineering talent.
• Deep expertise in microservices architecture, distributed systems, event-driven architectures, and cloud-native patterns.
• Mastery of containerization technologies such as Docker and orchestration platforms like Kubernetes, with experience designing and managing large-scale deployments on GCP or similar cloud providers.
• Bachelor’s or Master’s in Computer Science or a related field, or equivalent experience demonstrating deep theoretical and practical knowledge.

Tech Stack

• Cloud
• Distributed Systems
• Docker
• Google Cloud Platform
• Kubernetes
• Microservices

Benefits

• Rewards for your impact through our Recognition and Rewards program
• Health Benefits and Life Insurance Coverage beginning on your first day
• Parental Leave Top-up
• Employer matched RRSP contributions
• Flexible Vacation to recharge, so you can bring your best
• Employee and Family Assistance Program offering mental health, legal, and financial counselling
• Supported professional development and career growth (LinkedIn Learning, mentorship)
• Employee-Led Employee Resource Groups that celebrate our diversity
• Regular events designed to build connection, belonging, and well-being
• Hybrid flexibility, with time in our beautiful Liberty Village, Toronto office