Senior AI Software Engineer III

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!

📍 Location: This is a fully remote position located in Colombia.

Contact

Maira Russo - Senior Talent Acquisition Partner

What you’ll be doing:

• Define and evolve the technical architecture for Caseware’s AI platform,

establishing architectural standards, contracts, and design principles that enable

scalable, secure, reusable, and trustworthy AI capabilities across multiple teams.

• Design, build, and operate AI systems powered by LLMs, retrieval pipelines, agentic

workflows, and AI-enabled services, including multi-agent systems, agent

execution runtimes, workflow orchestration, memory management, and human-inthe-loop AI capabilities.

• Design and implement evaluation, governance, auditability, and traceability

frameworks that ensure AI systems are measurable, explainable, compliant, and

continuously improving.

• Translate advances in AI into practical, maintainable platform capabilities that

solve real customer problems.

• Influence technical direction through architecture reviews, RFCs, design

discussions, and hands-on collaboration.

• Evaluate emerging AI technologies, models, frameworks, and cloud capabilities.

• Lead proof-of-concepts that inform platform strategy and future investments.

• Balance delivery speed, quality, maintainability, and long-term platform health

when making technical decisions.

• Drive reliability, observability, monitoring, alerting, and incident response practices

across AI systems and platforms.

• Ensure systems are resilient, scalable, cost-effective, and operationally efficient in

production environments.

• Partner closely with Product, QA, Security, Domain SMEs, and Engineering teams to

deliver business value.

• Act as a trusted technical leader, helping teams succeed through collaboration,

influence, and shared ownership.

• Mentor engineers across teams and contribute to raising overall engineering

maturity.

What you’ll bring:

• 8+ years of professional software engineering experience, with demonstrated

impact beyond a single team

• 2+ years building and operating production AI systems.

• Proven experience designing distributed, SaaS, cloud-native, multi-tenant

platforms at scale.

• Proven experience designing distributed, SaaS, cloud-native, multi-tenant

platforms at scale.

• Experience implementing AI guardrails, governance controls, and safety

mechanisms.

• Strong understanding of AI system tradeoffs including latency, cost, accuracy,

reliability, and scalability.

• Extensive experience building and operating production systems on AWS.

• Experience with Infrastructure as Code using CDK, CloudFormation, or Terraform.

• Experience mentoring engineers and influencing architectural decisions across

teams.

• Strong English language communication and collaboration skills.

• Comfortable operating in fast-moving environments with ambiguity and evolving

requirements.

Nice to Have

• Experience operating systems in regulated or compliance-heavy domains.

• Familiarity with accounting, auditing, or financial workflows.

Tech stack you’ll be working with:

• Backend & Platform: TypeScript, NestJS, Python

• Cloud & Infrastructure: AWS EKS, AWS Lambda, AWS Bedr…