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. A core part of this strategy is a reusable, enterprise-grade agentic AI platform that enables product teams across Caseware Cloud to safely, consistently, and efficiently deliver AI-powered capabilities.
We are looking for a Software Development Manager to lead and grow the AI Platform team. In this role, you will be responsible for people leadership, execution excellence, and technical stewardship of a platform that sits at the center of Caseware’s AI strategy. You will partner closely with Staff Engineers, Product Management, QA, Security, Data, and Infrastructure teams to ensure the platform scales reliably, meets enterprise standards, and delivers measurable value to product teams and customers.
This is a hands-on leadership role for someone who understands modern AI platforms, thrives in ambiguity, and can translate strategic goals into sustained team execution.
📍 Location: This is a fully remote position located in Colombia.
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What you will be doing
- Lead, mentor, and grow a team of engineers building Caseware’s agentic AI platform, fostering a culture of ownership, learning, and high technical standards
- Own delivery, execution, and prioritization for the AI Platform team, balancing short-term product needs with long-term platform health and scalability
- Partner with Staff Engineers and senior ICs to set technical direction, review architecture, and ensure consistent application of platform standards and best practices
- Collaborate with Product Management to shape roadmaps and milestones, translating strategic objectives into executable plans
- Ensure the platform enables safe, reliable, and scalable AI capabilities, including agent execution patterns, RAG pipelines, grounding connectors, and reusable platform primitives
- Work closely with QA, Security, and domain experts to ensure quality, reliability, and compliance are embedded into AI systems from design through production
- Drive operational excellence, including incident management, post-mortems, and continuous improvement of reliability, performance, and cost efficiency
- Support and reinforce AI-assisted development practices by enabling adoption of tools such as GitHub Copilot and AWS Kiro through team standards, training, and guardrails
- Build strong cross-functional partnerships with DevOps, DevSuccess, Data, and Infrastructure teams to improve CI/CD pipelines, deployment practices, and production safeguards
- Manage staffing, hiring, onboarding, performance management, and career development for engineers on the team
- Act as an escalation point for complex technical or delivery challenges, helping the team navigate ambiguity and make sound trade-offs
What you’ll bring
- 5+ years of people management experience leading software engineering teams, including hiring, coaching, performance management, and career development
- 8+ years of professional software engineering experience, with enough technical depth to guide architectural discussions and evaluate trade-offs
- Experience leading teams that build platforms or shared infrastructure used by multiple product teams
- Strong understanding of AI-powered systems, including concepts such as LLM-based applications, RAG architectures, agent orchestration, and AI safety considerations (hands-on coding not required)
- Experience delivering cloud-native systems on AWS, with familiarity around scalability, reliability, security, and cost management
- Proven ability to partner effectively with Product, QA, Security, and domain experts in complex, cross-functional environments
- Strong communication and leadership skills, with the ability to align teams around priorities and outcomes
- Experience driving adoption of engineering best practices and tooling, including CI/CD, observability, and AI-assisted development workflows
- Strong English language communication and collaboration skills
Nice to have
- Experience managing teams in regulated or compliance-heavy domains
- Familiarity with accounting, auditing, or financial workflows
- Prior experience leading teams working on AI platforms or developer enablement platforms
