Senior Software Developer, AI Data Engineer

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 Linked In profiles!

At Caseware, we are evolving our cloud platform to deliver intelligent, data‑driven experiences that help our customers work smarter, faster, and with greater confidence.

As we expand Caseware Cloud with advanced data analytics and AI‑powered agentic capabilities, we are investing in a modern, scalable data platform that serves as the foundation for insight, automation, and trust.

As a Senior Software Developer – AI Data Engineer, you will play a key role in designing and operating the data infrastructure that powers Caseware’s AI systems.

You will build and scale pipelines and services that support retrieval‑augmented generation (RAG), agent memory, knowledge management, and AI observability.

This includes working with vector and graph storage, embedding pipelines, agent interaction data, and feedback loops that improve system quality over time.

In this role, you will take ownership of complex, production‑grade AI data workflows end‑to‑end, influence architectural direction through technical leadership and proof‑of‑concepts, and help ensure our AI platform is scalable, reliable, and measurable.

You will collaborate closely with AI, platform, Dev Ops, and product teams to turn emerging AI patterns into durable platform capabilities that directly impact customers across Caseware’s cloud ecosystem.

Contact: Maira Russo – Senior Talent Acquisition Partner

What you will be doing

• Design and implement reliable, scalable data ingestion and integration pipelines for structured, semi‑structured, unstructured, and multi‑modal data (e. g., databases, documents, APIs, events), ensuring data is AI‑ready, governed, secure, and observable.
• Build and scale retrieval infrastructure, including vector storage, embedding pipelines, hybrid search, and graph‑based knowledge representations, while optimizing data modeling for retrieval quality.
• Develop and operate agent memory systems and pipelines for AI system signals (tracing, feedback, evaluation, and usage data) to support observability and continuous improvement.
• Apply data quality, validation, monitoring, and testing frameworks in production pipelines, ensuring governance, access control, lineage, and security standards are met, including safe handling of sensitive data in AI retrieval and generation workflows.
• Monitor, troubleshoot, and optimize AI data pipelines and retrieval workflows for reliability, performance, and cost, with strong observability and resilient processing patterns.
• Design and support evaluation workflows for AI systems, enabling offline testing, benchmarking, and continuous improvement of retrieval and agent performance over time.
• Lead pragmatic platform evolution by defining clear contracts between AI services and data systems, reducing coupling, and improving developer experience.

What you’ll bring

• Strong software engineering fundamentals, including designing maintainable, testable systems and owning features end‑to‑end.
• Production experience with distributed systems, including async workflows, failure modes, retries, and eventual consistency.
• Hands‑on experience building and operating data pipelines for AI systems, such as embeddings pipelines, retrieval workflows, or feedback data processing.
• Experience working with AI‑related data infrastructure, including vector databases, search systems, or graph‑based storage.
• Experience with retrieval systems (RAG), embedding pipelines, or hybrid search (vector + keyword).
• Experience with agent frameworks, agent memory systems, or orchestration of tool‑using AI systems.
• Experience designing pipelines for observability data, including traces, logs, metrics, or user feedback loops for AI evaluation.
• Experience operating production systems, including monitoring, incident response, and continuous improvement.
• Cloud experience on AWS building production systems, including storage, messaging, and orchestration.
• Experience with infrastructure as code, with CDK preferred and Cloud Formation or Terraform acceptable.
• Strong collaboration and communication skills, with the ability to mentor and raise engineering maturity through reviews and design discussions.
• Strong English language communication and collaboration skills.

The Tech Stack You’ll Work With

• Backend & Platform: Type Script, Nest JS, Python
• Cloud & Infrastructure: AWS EKS, AWS Lambda, AWS Bedrock, AWS Agent Core
• Search & Retrieval: AWS Open Search Serverless, AWS S3 Vectors, AWS Knowledge Bases
• Document & Data Processing: AWS Textract, Dynamo DB, S3
• AI Evaluation & Observability: Lang Fuse, Lang Smith (or equivalent)
• AI‑assisted development tools: Git Hub Copilot
• Developer Tooling: Git Hub, Git Hub Actions, Nx Monorepo
• Collaboration: Jira, Confluence, Microsoft Teams, Outlook
• Why this role exists

Caseware is evolving Caseware Cloud to deliver intelligent, data‑driven experiences—powering analytics, automation, and AI/agentic capabilities on top of a modern data platform.

This role is for someone who can bridge transactional backend systems and data‑intensive distributed workflows. You’ll work on systems that combine:

• APIs and domain services (microservices, relational modeling, service boundaries)
• Asynchronous workflows (messaging, retries, idempotency, replay safety)
• Distributed/batch data processing (Spark‑based processing and lake patterns)
• Cloud platform primitives (AWS orchestration and managed services)
• AI‑ready retrieval workflows (embedding + vector retrieval pipelines)
• What success looks like (first 6–12 months)
• Improved reliability and operability of ingestion + async workflows (clearer idempotency/replay patterns, fewer recurring incidents).
• Cleaner boundaries between orchestration/control‑plane concerns and data‑processing execution concerns.
• Better observability across APIs, queues, workflows, and distributed jobs.
• Clearer data contracts and more predictable schema evolution practices.
• Tangible improvements in developer experience (local run, testing, reduced “environment‑only” hacks).

Perks & Benefits

• ¨Contrato a termino Indefinido¨ with all the legal benefits
• Prepaid Medicine
• Life insurance and funeral assistance
• Internet allowance
• Home office stipend
• Competitive compensation — above the market average
• 100% remote work environment and an excellent work‑life balance
• Opportunity to work for a growing global Saa S leader company
• A culture that promotes independence, innovation, trust, and accountability
• Open space to be creative, innovative and strategize for the future
• Mentorship by highly experienced professional
• Budget for training, we want you to grow
• 5 Personal Time Off days per year
• Sick Leave Top up to total 100% of salary paid by the employer from Day 3 to 90.
• Recognition Award, additional paid time off in recognition of the corresponding year of service
• Upgrade vacation starting at 5 years of service
• 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.

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.

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.

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