Full-Time

Principal Software Developer

Data Architect

Caseware

Caseware

501-1,000 employees

Cloud-based audit and practice management platform

No salary listed

Toronto, ON, Canada

Hybrid

Three days on-site per week in the Toronto office (351 King St E Suite 1100, Toronto ON).

Category
Data & Analytics (1)
Required Skills
DynamoDB
Apache Spark
Apache Kafka
Postgres
ETL
AWS
Redis
MongoDB

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Requirements
  • 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.
  • Deep experience designing modern data platforms on AWS cloud-native infrastructure, including lakehouse, medallion, and analytics patterns, ingestion from OLTP systems, ETL/ELT pipelines, distributed processing with Spark, Trino, and delivering analytics and AI-Ready data lakes at scale, with strong operational practices.
  • Practical, hands-on use of AI tools to improve data architecture and engineering workflows, including analysis, design exploration, documentation, prototyping, code assistance, and mentoring teams on responsible, effective usage.
  • Hands-on experience with core data technologies and integration patterns: MongoDB, Amazon DocumentDB, MS SQL Server, DynamoDB, AWS ElastiCache for Redis, and 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.
  • Experience defining 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 enabling secure interoperability patterns with customer systems and AI workflows, including governed data access, tenant-aware controls, and safe integration patterns.
  • Familiarity with AI-ready data patterns is preferred, including embedding pipelines, vector-based retrieval, RAG data workflows, and real-time/event-driven data flows that support AI integrations.
  • Practical familiarity with AI platform integration concepts such as MCP, AWS Bedrock, AWS Knowledge Bases, vector retrieval, and RAG workflows is preferred.
  • 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.
  • Communication and collaboration skills to align cross-functional teams and engage with senior leadership on technical strategy, trade-offs, and decisions.
Responsibilities
  • Lead enterprise data platform architecture and modernization: Define and execute the technical strategy for a scalable, AI-Ready, enterprise data platform, including Sherlock modernization, lakehouse architecture, data products, interoperability, and the patterns and capabilities needed to support AI-Ready use cases.
  • Establish data architecture patterns: Create and evolve reference architectures, modeling standards, guardrails, and best practices for our foundational data platform, including Iceberg-based lakehouse architecture, medallion patterns, ingestion, normalization, data quality, and interoperability.
  • Use and mentor teams on AI-assisted workflows: Apply AI tools in daily architecture, analysis, documentation, prototyping, and mentor teams in responsible usage that improves design quality, data discovery, and delivery effectiveness.
  • Oversee key platform projects: Contribute heavily to AI-Ready data platform initiatives and crossproduct data architecture improvements, including data layer re-architecture for our SE and Sherlock products, 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 trusted, AI-Ready, and securely interoperable data proucts, 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 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 data 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.
Desired Qualifications
  • Familiarity with AI-ready data patterns is preferred, including embedding pipelines, vector-based retrieval, RAG data workflows, and real-time/event-driven data flows that support AI integrations.
  • Practical familiarity with AI platform integration concepts such as MCP, AWS Bedrock, AWS Knowledge Bases, vector retrieval, and RAG workflows is preferred.

Caseware provides software solutions for audit, assurance, and practice management for accounting firms, government agencies, and corporate finance teams. Its flagship Caseware Cloud is a cloud platform where firms store files, manage engagements and workflows, and collaborate securely with clients, using consistent data naming to streamline audits. It differentiates itself by offering an integrated, subscription-based end-to-end solution that targets audit-focused workflows rather than general accounting software. Its goal is to help clients deliver deeper insights and run audits and advisory work more efficiently, while maintaining ongoing relationships through regular updates and support.

Company Size

501-1,000

Company Stage

Growth Equity (Venture Capital)

Total Funding

N/A

Headquarters

Toronto, Canada

Founded

1988

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Simplify Jobs

Simplify's Take

What believers are saying

  • Citrin Cooperman’s DAS rollout validates demand for AI-enabled audit workflows.
  • The Netherlands visualization agent expands Caseware’s natural-language reporting differentiation.
  • Governed, traceable outputs fit assurance teams needing audit-ready AI assistance.

What critics are saying

  • Thomson Reuters and Wolters Kluwer bundle adjacent workflows into competing suites.
  • A failed Citrin Cooperman rollout would weaken Caseware’s enterprise AI credibility.
  • One visible Verity error could damage trust in audit-evidence workflows.

What makes Caseware unique

  • Caseware combines audit, assurance, and financial reporting in one governed platform.
  • Verity embeds AI directly inside engagement workflows with methodology-aware outputs.
  • Caseware serves 400,000-plus users across 130 countries and 16 languages.

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Benefits

Hybrid Work Options

Flexible Work Hours

Growth & Insights and Company News

Headcount

6 month growth

3%

1 year growth

3%

2 year growth

8%
Accounting Today
Aug 19th, 2025
Caseware announces new executives as part of leadership evolution

Accounting and auditing analytics company Caseware announced the appointment of a new chief revenue officer, Jason Rushforth, as well as a new chief financial officer, Chris Nagy, who will also serve as chief operating officer.

Postmedia Network
Jun 29th, 2025
Caseware Launches Cloud Audit - A Next-Generation Solution for Singapore's Audit Professionals

Singapore, June 29, 2025 (GLOBE NEWSWIRE) - Caseware, a global leader in cloud-enabled audit, financial reporting and data analytics solutions, today announced the launch of Cloud Audit, a powerful, cloud-based audit platform purpose-built for Singapore's audit professionals.

GlobeNewswire
May 13th, 2025
Caseware Showcases Ai Leadership At Accountex 2025 With Ai Ethics Expert Panel Discussion And New Caseware Validate(Tm) Solution

London, May 13, 2025 (GLOBE NEWSWIRE) -- Leading global audit, analytics and accounting software provider Caseware is set to showcase its continued innovation in AI-powered solutions and AI ethics leadership at Accountex 2025, taking place May 14-16 at ExCel London.  Expert Panel: Responsible AI Implementation in Accounting  At Accountex, Danielle Supkis Cheek, SVP, AI, Analytics and Assurance at Caseware will appear in an expert panel discussion entitled How to Get More Out of AI Without Compromising Safety, Ethics, or Professional Judgement. The discussion, taking place on May 14, 12-12:40pm in Theatre 11, will be moderated by acclaimed journalist Victoria Turk. Additional panellists are Rachel Tattersall, Platforms Digitalisation Senior Manager at Cooper Parry and Raj Patel, AI Transformation Lead at Holistic AI.  The panel will address critical AI implementation challenges for accounting firms, including client confidentiality protection, compliance with regulations like the EU AI Act, bias mitigation strategies and managing AI hallucination risks.   Supkis Cheek emphasized the company's commitment to responsible AI innovation: "At Caseware, we believe the future of accounting and audit lies in the thoughtful integration of AI technologies that augment professional judgment rather than attempting to replace it. Our approach balances cutting-edge innovation with rigorous safety and ethical standards, ensuring our customers can confidently embrace AI-powered efficiency while maintaining the highest levels of professional integrity. Caseware Validate and our focus on AI governance demonstrate our leadership in building the intelligent tools accounting professionals need today, while shaping the responsible AI frameworks they will rely on tomorrow."  Introducing Caseware Validate™: Transforming Financial Statements Review  Caseware will debut its AI-powered cloud solution, Caseware Validate, designed to revolutionize the financial statement review process. The technology was integrated into Caseware’s connected ecosystem of solutions following the company’s acquisition of Extractly.ai earlier this year.   Validate addresses critical industry challenges, including time-consuming manual reviews and growing annual report complexity

Postmedia Network
Apr 8th, 2025
Barry Melancon, Former CEO of AICPA, Joins Caseware as Chair of Global Advisory Board

Barry Melancon, former CEO of AICPA, joins Caseware as chair of Global Advisory Board.

Canada Border Services Agency
Jan 21st, 2025
Caseware Acquires Extractly.ai for Innovation

Caseware announced the acquisition of Extractly.ai, a provider of intelligent document processing solutions for accounting and finance teams. This strategic acquisition includes Extractly.ai’s software solutions, Validate and Extractly+, which automate financial statement reviews and optimize workflows. Caseware aims to enhance integration and user experiences. This marks Caseware’s ninth acquisition since Hg Capital's majority ownership in 2020.