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.
Contact
Maira Russo - Senior Talent Acquisition Partner
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