Chief Architect

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles!

We are seeking a highly motivated and visionary Chief Architect to join our Technology Team at Caseware, a leading SaaS organization. As the Chief Architect, you will play a critical role in shaping and developing our architecture and AI integration strategy, as well as implementing cloud-native solutions for our AWS-powered SaaS platform.

You will work closely with the CTO, Engineering, DevOps, Product, and Security teams to design scalable, secure, and high-performance products that transform the audit industry. Your expertise in AI/ML, multi-tenant SaaS, microservices, and cloud security will be instrumental in driving our technological innovation forward.

❗This is a full-time permanent position

📍 Location: This is a flexible role available as hybrid (3 days in our Toronto office located at 351 King St E, Suite 1100, Toronto, ON) or fully remote for candidates residing and eligible to work in Canada.

Contact: Dana Liulica - Talent Acquisition Partner

• Strategic Architecture Leadership: Provide strategic architecture leadership by defining and executing a cloud-native, AI-driven architecture strategy that aligns with business goals and desired outcomes. Promote the adoption of AWS best practices to ensure scalability, reliability, and security across the organization. Establish and maintain a robust multi-tenant, serverless, and microservices-based architecture while implementing architecture review processes that align with audit, compliance, and security standards. Lead the integration of advanced technologies such as Machine Learning (ML), Natural Language Processing (NLP), Large Language Models (LLM), Agentic AI, and AI automation to enhance audit and compliance solutions. Collaborate closely with Product, Engineering, Cloud Operations, and Security teams to translate business needs into scalable and effective technical solutions.

• Cloud & Infrastructure Architecture:  Architect and optimize solutions leveraging a broad range of AWS services, including compute options such as AWS Lambda, ECS, Fargate, and EC2; storage solutions like S3, EFS, and Glacier; databases including DocumentDB, DynamoDB, RDS (PostgreSQL, MySQL), and Amazon Redshift; networking and security components such as VPC, AWS WAF, AWS Shield, IAM, and AWS KMS; serverless and event-driven architecture tools like SNS, SQS, EventBridge, and Step Functions; and observability and monitoring services including New Relic, CloudWatch, X-Ray, and OpenTelemetry. Champion Infrastructure-as-Code (IaC) practices using tools like Terraform, AWS CDK, and CloudFormation, while optimizing application architectures for high availability, disaster recovery, and cost efficiency. 

• Software & Application Architecture: Define best practices for microservices, containerization using Docker and Kubernetes, and API-first design, while promoting architectural patterns such as domain-driven design (DDD), event-driven architectures, and CQRS. Guide engineering teams in the modernization of legacy systems into cloud-native architectures, and champion the integration of AI/ML-driven automation to enhance auditing and compliance processes, including the use of AI-assisted code generation and DevOps automation.

• Security, Compliance & Governance: Ensure adherence to key regulatory and security standards such as SOC 2, ISO 27001, GDPR, and other financial compliance frameworks, while enforcing a zero-trust security architecture, role-based access control (RBAC), and secure software development practices. Additionally, guide teams in implementing AWS Well-Architected Framework principles to strengthen security and ensure system reliabilit

• Technical Leadership & Mentorship: Lead and mentor a team of solution architects and senior engineers while fostering a culture of innovation, collaboration, and continuous learning. Evaluate and introduce emerging technologies including AWS advancements, AI/ML, and blockchain to enhance auditing solutions, and serve as a strategic technology advisor to executive leadership, partners, and clients.

• 15+ years in software architecture, engineering leadership, or cloud solutions design.
• 10+ years in designing and implementing cloud-native applications on AWS.
• Deep expertise in multi-tenant SaaS architecture and distributed systems.
• Strong background in microservices, API design, GraphQL, gRPC, and RESTful services.
• Proficiency in Python, Java, TypeScript, or Go for cloud-native application development.
• Experience with CI/CD pipelines (GitHub Actions, AWS CodePipeline, Jenkins, ArgoCD).
• Strong knowledge of serverless, Kubernetes (EKS), and containerization best practices.
• Familiarity with AI/ML integration in financial/auditing applications is a plus.
• Proven ability to lead architecture teams, mentor engineers, and drive technical excellence.
• Strong communication skills for collaborating with C-suite executives, stakeholders, and clients.
• Problem-solving mindset with the ability to balance business goals with technical feasibility.
• Passion for staying ahead in cloud technology, security, and compliance trends.

What's in it for you:

▪️Innovation is at our core. We work with cutting-edge technology in accounting and financial reporting, constantly pushing the boundaries to create impactful software solutions. 

▪️We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team. 

▪️Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance. 

▪️We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans. 

▪️We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success. 

▪️Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth. 

▪️We embrace global opportunities. Work on international projects and collaborate with a diverse, global team. 

About Caseware:

Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at talent@caseware.com.

Background Check:

Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co 

Security and Fraud:

Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.