Job Title: Principal Software Developer – Smart Engagements (SE) Platform
Reporting to: Andrew Allen, VP of Software Development, SE Platform
Location: Hybrid (3 days WFO in GTA). 351 King St E, Toronto, ON 🇨🇦
We are seeking a Principal Software Developer to drive the technical vision and architectural strategy of Caseware’s Smart Engagements (SE) Platform. As part of our core cloud offering, the SE Platform powers cloud-based audit and engagement workflows. In this role, you will lead the architectural transformation from a monolithic to a highly scalable microservices-based environment, contributing directly to the platform’s ability to support future business growth.
This is a key leadership role in a newly formed team structure, where you will act as a hands-on architect while mentoring the development team, guiding the long-term technical vision, and contributing to crucial platform projects like scaling systems, improving observability, and supporting critical migrations.
Contact:
Chengeer Lee - Principal Talent Acquisition Partner & Coach
A quick message from your Talent Partner:
https://www.loom.com/share/da7e447205594e289b64221d952931c3?sid=ed4e7608-efaf-4052-aec1-eb88fe2d6fc5
What you will do:
Lead the architectural transformation: Define and execute the technical strategy to evolve the SE platform from a synchronous monolith to a scalable, distributed system.
Establish architecture patterns: Prototype and implement best practices for distributed systems design, ensuring smooth transitions to microservices, optimized AWS usage, and future-proof system architecture.
Oversee key platform projects: Contribute heavily to the MongoDB to DocumentDB migration and support dynamic auto-scaling improvements to our EKS services.
Mentor and lead: Guide teams in delivering projects, fostering a mentorship culture, and ensuring adherence to high standards in coding, design, and cloud-native development.
Drive best practices: Collaborate with R&D groups to implement best practices for asynchronous communication and system integration, improving scalability and efficiency.
Architect for observability: Implement and oversee system health monitoring using platforms like New Relic or Data Dog, ensuring performance, reliability, and scalability are maintained across the platform. What you will bring:
10+ years of experience in software development, with at least 5 years in a senior technical leadership role, preferably as a Principal or Staff Developer.
Deep experience with distributed systems architecture and cloud-native development on AWS, including expertise in EKS, SQS/SNS, Lambda, and DocumentDB.
Proven ability to architect and scale cloud platforms, guiding teams in building microservices and distributed systems.
Strong technical leadership: Experience mentoring teams, setting development standards, and influencing the technical direction across multiple teams.
Hands-on experience with observability platforms such as New Relic or Data Dog to monitor system health, performance, and reliability.
Proficiency in Java backend development with familiarity in frontend technologies like Angular.
Experience working with DevOps teams, CI/CD pipelines, and cloud infrastructure to deliver scalable, resilient platforms.
Communication and collaboration skills to align cross-functional teams and engage with senior leadership on technical strategy. Key Success Factors in 6-12 Months:
Establish a solid technical strategy: Collaborate with SE Platform leadership to define the platform’s technical direction, ensuring alignment with business growth and scalability objectives.
Deliver architecture prototypes and patterns: Build and document key architecture patterns that guide the team in transforming the monolithic system to microservices.
Support key platform migrations: Contribute significantly to the MongoDB-to-DocumentDB migration and lead improvements in the scalability and performance of EKS services.
Mentor and guide teams: Cultivate a high-performing development team, ensuring the adoption of best practices for coding, architecture, and cloud-native design. What’s In It for You:
Architectural Ownership: Lead the transformation of a mission-critical, globally-used cloud platform, directly shaping its future technical direction. Your decisions will modernize Caseware’s architecture and impact how we deliver solutions to clients worldwide.
Strategic Influence: Collaborate with senior leadership to guide the SE Platform’s growth and ensure alignment with business objectives, contributing to high-level technical discussions that influence Caseware’s broader technology roadmap.
Cutting-Edge Technology: Work with advanced AWS technologies, modern cloud infrastructure, and observability tools like New Relic and Data Dog. You’ll be at the forefront of cloud-native development, tackling complex, large-scale challenges and driving continuous innovation.
Leadership & Mentorship: Develop and guide the next generation of technical leaders, fostering a culture of technical excellence across multiple teams. Your mentorship will shape both the team’s success and the technical practices that drive the platform forward.
Growth & Innovation: Thrive in a culture that encourages exploration of new ideas and values continuous learning. You’ll have the autonomy to push boundaries, driving innovation and contributing to Caseware’s growth strategy.
Top-Tier Compensation: Enjoy a competitive salary, comprehensive benefits, and a focus on work-life balance, with ample opportunities for professional development and career advancement.