Senior Software Developer - AI Platform

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!

At Caseware, we are building the next generation of intelligent, cloud-based solutions that empower auditors, accountants, and financial professionals worldwide. We are now looking for a Software Developer – AI Platform to join our growing team and help shape the foundation of a reusable agentic AI platform. This platform will be a cornerstone of our AI strategy, designed to enable the rapid, safe, and scalable deployment of AI capabilities across Caseware Cloud. 

As part of this team, you’ll be working at the intersection of cutting-edge AI research, robust software engineering, and enterprise-grade cloud architecture. Your contributions will help us create standardized, reusable components and guardrails that make AI adoption faster, safer, and more impactful for our product teams and customers. If you’re passionate about building platforms that accelerate innovation and want to contribute to a forward-looking AI ecosystem, we’d love to have you on the journey. 

❗This is a full-time, permanent position. 

📍 Location: 

This position is available to all applicants eligible to work in Canada and residing in Toronto, Ontario. This is a hybrid role, working from office 3 days a week from our Downtown, Toronto office.

• Design and build reusable platform components — including prompt/schema design, RAG pipelines, grounding connectors, and agentic execution patterns (task orchestration, tool invocation, and workflow runtime primitives) — to deliver reliable, context-aware LLM interactions and accelerate product team's ability to ship AI-powered features 
• Build evaluation systems for LLM-based features — including LLM-as-a-judge, structured evals, regression suites, and automated reliability/safety checks — to ensure consistent behavior, measurable quality, and dependable customer outcomes 
• Stay current with emerging AI and cloud technologies, lead proof-of-concepts, and translate findings into strategic guidance that informs platform roadmaps and long-term architectural decisions 
• Take ownership of features and solutions across the entire software development lifecycle — from design and implementation to testing, deployment, and ongoing maintenance. 
• Provide technical mentorship to junior developers through code reviews, pair programming, and collaborative solution design 
• Maintain clear, current technical architecture documentation and enforce development best practices to protect the integrity of the codebase 
• Drive operational excellence by identifying recurring issues and eliminating root causes that impact customers and internal teams 
• Partner with DevOps/DevSuccess to improve your team’s build processes, test automation, and CI/CD pipelines 
• Participate in the prioritization and reduction of technical debt of the system your team manages 
• Participate in 24/7 production support rotation for your team’s systems, delivering thorough post-mortems and root cause analysis for major client impact incidents 

• 1–2+ years of practical experience developing LLM-powered systems, including retrieval-augmented generation (RAG), prompt/context engineering, agent orchestration, and tool use -- with experience applying evaluation methods (e.g. LLM-as-a-judge, structured tests) and implementing security and guardrails such as safety filtering, validation, and input/output sanitization 
• 5+ years of experience writing production-grade front-end applications using TypeScript/Angular (or other related modern front-end technology) 
• 5+ years of experience with API microservice development using TypeScript / NestJS (or other related modern JavaScript server frameworks) 
• Proven experience designing and deploying solutions in public cloud environments (preferably AWS), with an understanding of cloud-native services and infrastructure-as-code practices 
• Demonstrated aptitude for writing effective LLM prompts and instructions, and a solid understanding of prompt engineering patterns in real-world use 

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.