Senior Software Developer 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!

As a Senior Software Developer III, you operate as a technical leader within your team and across the broader engineering organization. You shape architecture and design, raise the bar on engineering quality, mentor other developers, and partner closely with cross-functional stakeholders to translate technical decisions into business value. You are equally comfortable guiding agentic-AI tools to deliver code, reviewing designs, and influencing how the platform evolves.

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

What You’ll Be Doing:

• You build it, you run it. End-to-end accountability for the AI platform in production: architecture, delivery, operations, cost, and quality, with on-call for what you ship. No hand-off to a separate ops or QA function.

• Design, build, and operate agentic AI systems: LLM services, retrieval pipelines, multi-agent orchestration, agent execution runtimes, and human-in-the-loop capabilities.

• Build and operate memory infrastructure for agent systems (storage, retrieval, promotion/demotion mechanics). Applied Science owns promotion criteria and scientific soundness.

• Own LLMOps: the harnesses, pipelines, and infrastructure that keep non-deterministic systems reliable and correct in production, including dynamic model selection by task, cost, and latency.

• Build automated eval infrastructure that continuously compares offline and online metrics and alerts on drift or regression. Applied Science owns the methodology and acceptance thresholds it checks against.

• Evaluate, adopt, and integrate third-party LLMOps and eval platforms where they accelerate delivery over building in-house.

• Build the technical controls, telemetry, and guardrails that enforce compliance frameworks (e.g., ISO 42001, AIUC-1) in the architecture itself.

• Build and maintain the agent definition management APIs and the tool registry definitions reference, keeping definitions stable as tools and models version independently.

• Lead the engineering build of proof-of-concepts. Applied Science defines the architecture bet and validation criteria being tested.

Core 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, design discussions, and hands-on collaboration.

• Partner with senior developers, architects, and tech leads to define and execute the product/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.

• Troubleshoot and eliminate root causes of persistent production issues; drive 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; contribute to raising overall engineering maturity.

• Share knowledge of new technologies and industry best practices.

• Evaluate emerging technologies, frameworks, and cloud capabilities that could benefit the platform.

AI-Augmented Development Expectations:

• Use AI-assisted development tools — 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 — verify 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 effective, 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.

What You Will Bring:

• 2+ years building and operating production AI systems, with a working grasp of the latency, cost, accuracy, and reliability trade-offs involved.

• Experience with agent frameworks, agent memory systems, or orchestration of tool-using AI systems.

• Production AWS experience, including Infrastructure as Code (CDK, CloudFormation, or Terraform).

• 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 fundamentals: OOP, design patterns, SOLID principles, and 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; comfortable operating in fast-moving environments with ambiguity and evolving requirements.

• Strong initiative to improve processes, tools, methodologies, and product quality.

Nice to Have

• Experience implementing AI guardrails, governance controls, and safety mechanisms, and translating compliance frameworks (e.g., ISO 42001, AIUC-1, NIST AI RMF) into technical controls.

• Experience evaluating and integrating third-party ML/LLMOps platforms, with sound buy vs. build judgment.

• Experience with retrieval systems (RAG), embedding pipelines, or hybrid search (vector + keyword).

• LLMOps experience: evaluation harnesses, automated offline/online metric comparison, drift and regression alerting.

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

• Familiarity with accounting, auditing, or financial workflows.

Tech Stack

• Reliability & Observability: New Relic, CloudWatch, Prometheus, OpenTelemetry or equivalent

• Cloud & Infrastructure: AWS, EKS, Lambda, S3, DynamoDB, IAM, VPC

• Containers & Orchestration: Docker, Kubernetes

• Automation & Scripting: Python, Bash, TypeScript or equivalent

• Incident & Operations: runbooks, alerting workflows, incident management tools, post-incident review practices

• Tooling: GitHub, GitHub Actions, Jira, Confluence, Microsoft Teams, Slack

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

• 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

• Opportunity to work for a growing global SaaS 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

• AI-first environment: Be part of an AI-first engineering organization that embraces modern tools, automation, and AI-driven ways of working.

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

• 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 [email protected].

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