Senior Software Developer III
About Caseware
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 products 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!
About the Role
As a Senior Software Developer III, you will operate as a technical leader within your team and across the broader engineering organization.
This is an AI-first role: you're expected to lead by example in using agentic-AI tools as the default way of getting work done, not as a bolt-on.
You will shape architecture and design, raise the bar on engineering quality, and partner closely with cross-functional stakeholders to translate technical decisions into business value.
You will primarily work across our cloud platform and architecture, with the versatility to step into a legacy native Windows codebase when refactoring or security work is required. You should be equally comfortable guiding agentic-AI tools to deliver code, reviewing designs, and influencing how the platform evolves.
Location: Fully remote — Colombia
Responsibilities
- Create architecture, prototypes, and design proposals that deliver near-term business value while aligning with the future-state product and platform vision.
- Influence technical direction through architecture reviews, RFCs, prototypes, design discussions, and hands-on delivery across the SDLC.
- Partner with senior developers, architects, and tech leads to define and execute the product and platform architecture roadmap.
- Balance delivery speed, quality, maintainability, and long-term platform health when making technical decisions.
- Break down large initiatives into parallelizable chunks of work that deliver incremental business value.
- Champion proposals through all phases of the SDLC, from design through production implementation.
- Contribute to improving the core product build, CI/CD pipelines, and overall SDLC.
- Drive automation initiatives at the team level, eliminating manual work in builds, testing, deployment, and operational workflows.
- Champion innovative approaches to platform evolution, tooling, and modernization, including evaluating emerging technologies, build-vs-buy trade-offs, and new capabilities.
- Troubleshoot and eliminate root causes of persistent production issues while driving reliability, observability, monitoring, and incident response.
- Keep technical documentation current and create new artifacts as needed.
- Facilitate design discussions within and across teams.
- Represent the team in technical discussions with Tech Leads, Operations, Product/UX, Security, Domain SMEs, and external stakeholders.
- Act as a trusted technical leader, helping teams succeed through collaboration, influence, and shared ownership.
- Mentor other developers through design reviews, joint agentic-AI sessions, and feedback on skills, prompts, and other agent inputs.
- Define and evolve back-end service architecture and standards for scalability, security, reliability, APIs, and alignment with the product and platform roadmap.
- Design, build, and operate distributed cloud-native services, breaking large initiatives into parallel, incremental deliveries that balance speed, quality, and maintainability.
- Partner with QA, Security, Product, Operations, architects, and technical leads to deliver robust, well-tested services and translate technical decisions into business value.
- Use AI-assisted development tools responsibly, verify generated output, automate suitable workflows, and establish team guardrails and feedback loops.
- Own security posture and CVE-remediation strategy across the cloud platform's dependency graph, with the ability to extend that discipline to a legacy native Windows codebase when required.
- Apply or review applied-cryptography and secure-transport patterns in both cloud services and native components.
AI-Augmented Development Expectations
- Use AI-assisted development tools — including inline completion, conversational assistants, and agentic workflows — as a standard part of your daily workflow.
- Critically evaluate and take ownership of all AI-generated output before it ships, verifying correctness, security, and alignment with architecture and team standards.
- Identify opportunities for agentic automation within your team and lead the rollout of new AI-assisted workflows and tooling.
- Mentor other developers on the effective and responsible use of AI-assisted development tools.
- Help establish team-level practices and guardrails for using AI tools safely and effectively.
- Build and refine feedback loops that improve the team's collective use of AI tooling over time.
Tech Stack
Languages & Frameworks: Java 25, Spring Boot, Spring Cloud Gateway
Cloud & Infrastructure: AWS (S3, Secrets Manager, Lambda, SQS, SNS, DynamoDB, EKS, etc.), CloudFormation, Terraform, Kubernetes/Istio, AWS CDK
Data: AWS DocumentDB, PostgreSQL, S3
Testing & Observability: JUnit, New Relic
Tooling: Jira, Devin, Claude, GitHub
Legacy Exposure: Native Windows (C++, .NET Framework, MSBuild) for security and refactoring work
Qualifications
- Degree in Computer Science, Software Engineering, or equivalent practical experience.
- 8+ years of professional software development experience with demonstrated impact beyond a single team.
- Proven experience designing and operating distributed, cloud-native, SaaS/multi-tenant platforms at scale, ideally on AWS.
- Strong software engineering fundamentals, including OOP, design patterns, and SOLID principles, with a track record of advocating for code quality.
- Experience with agentic-AI software development practices.
- Experience designing and consuming well-designed HTTP APIs (REST, GraphQL, or similar).
- Experience mentoring developers and influencing architectural decisions across teams.
- Strong written and verbal communication skills, with the ability to operate effectively in fast-moving environments with ambiguity and evolving requirements.
- Strong initiative to improve processes, tools, methodologies, and product quality.
- Deep expertise in cloud-native service architecture, with enough native Windows/C++ background — or willingness to build it — to safely refactor and patch a legacy desktop codebase.
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