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 Principal Software Developer – AI Data Architect to drive the technical vision and architectural strategy of Caseware’s AI-Ready Data Platform. This role will define the enterprise data architecture, patterns, and modeling standards that deliver trusted, governed, high-quality data products forming a foundational data platform for our cloud offerings, enabling AI capabilities and secure interoperability with customer systems, while powering analytics and strengthening our core products.   This role requires hands-on experience delivering data for AI workflows and practical familiarity with modern LLM tooling and AI platform integration patterns. You will apply this experience to build a data foundation that supports AI workflows and agentic capabilities, analytics, and customer interoperability.   This is a key leadership role where you will act as a hands-on architect while mentoring the development team, guiding the long-term technical vision, shaping enterprise data architecture standards across teams, and contributing to crucial AI and data platform projects.   ❗ This is a full-time permanent position  ❗ This is a new vacancy   📍 Location: This is a hybrid role requiring the successful candidate to work 3 days a week in our Toronto office located at 351 King St E Suite 1100 Toronto ON.    WHAT YOU WILL BE DOING: * Lead AI-Ready Data Platform architecture and delivery: Define and execute the technical strategy for a scalable AI-Ready data platform, including the patterns and capabilities needed to make data usable for AI use cases and interoperability. * Establish data architecture patterns: Create and evolve reference architectures, modeling standards, guardrails, and best practices for our foundational data platform, including medallion and lakehouse architecture, ingestion, normalization, data quality, and AI interoperability. * Oversee key platform projects: Contribute heavily to AI-Ready data platform initiatives and cross-product data architecture improvements, including data layer re-architecture for our SE product, schema modernization, and data model evolution. * Mentor and lead: Guide teams in delivering projects, fostering a mentorship culture, and ensuring adherence to high standards in data engineering practices, data modeling, data quality, and platform architecture. * Drive best practices: Collaborate with R&D groups to implement best practices for making data AI-Ready and securely interoperable, including data contracts, ingestion and normalization standards, and improving consistency and reuse across products. * Partner on data governance and security: Work with Security and product teams to define data classification, retention, tenant isolation, and access controls for AI-Ready datasets and data products. * Enable adoption through paved roads: Provide reference implementations and blueprints that make it easy for teams to produce data products and integrate with the AI-Ready platform. * Architect for data observability: Define and implement standards for data quality, lineage and traceability, data dictionary controls, freshness monitoring, and alerting, so data products are reliable and audit-ready. WHAT YOU WILL BRING: 10+ years of experience in software development and data engineering, with at least 5 years in a senior technical leadership role, preferably as a Principal Developer or Data Architect. Demonstrated experience architecting and enabling data for AI workflows in production, such as embedding pipelines, vector-based retrieval, RAG data workflows, and real-time/event-driven data flows that support agentic systems and AI integrations. Experience with AI platform integration and orchestration patterns, including agent workflow orchestration and LLM/agent observability and evaluation, partnering closely with data science and engineering teams to operationalize AI-Ready datasets and pipelines. Familiarity with LangGraph, Langfuse, MCP, AWS Bedrock, AWS AgentCore, and LaunchDarkly is preferred. Experience enabling secure interoperability patterns with customer AI systems, including governed data access, tenant-aware controls, and safe integration patterns for customer-managed AI workflows. Experience defining AI and data governance and platform adoption standards in large organizations, including controls for privacy, access, auditability, safe reuse, and operational guardrails for AI-Ready datasets and data products. Experience designing modern data platforms on cloud-native infrastructure (AWS preferred), including lakehouse patterns, medallion architecture, ETL/ELT pipelines, distributed processing with Spark, Trino, and MapReduce, analytics and AI-Ready data at scale, with strong operational practices. Hands-on experience with core data technologies and integration patterns: MongoDB, Amazon DocumentDB, MS SQL Server, DynamoDB, AWS ElastiCache for Redis or Valkey; event streaming and queueing using SNS/SQS. Postgres, pgvector, and Kafka or Pub/Sub are an asset. Hands-on experience with AWS data platform services: S3, S3 Express, Athena, Glue Catalog, Lake Formation, OpenSearch Serverless, S3 Vector Storage, Iceberg, Lambda, Step Functions, EKS, ETL on EMR, and EMR Serverless. Proven ability to architect and deliver scalable, reliable data systems and product data architectures, guiding teams in data models, storage and integration architectures, data contracts, data domain taxonomy, schema and event versioning, and resolving performance and scale bottlenecks. Proficiency in data movement and performance architecture: Experience designing replication, event sourcing, and CDC/change tracking strategies, safe historical reprocessing patterns, and performance optimization through query analysis, indexing, and partitioning. Strong technical leadership: Experience mentoring teams, setting engineering and architecture standards, and influencing technical direction across multiple teams. Experience working with DevOps teams, CI/CD pipelines, infrastructure-as-code, and operational tooling to deliver scalable, resilient data platforms and pipelines. 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 [email protected]. AI Usage: The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.  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.