Overview
Caseware is one of Canada's original Fintech companies, with more than 30 years in the global audit and accounting software industry.
We have over 500,000 users across 130 countries and products available in 16 languages.
Caseware is building the next generation of intelligent, cloud-based solutions for auditors, accountants, and financial professionals.
A core part of this strategy is a reusable, enterprise-grade agentic AI platform that enables product teams across CasewareCloud 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
Technology stack your team works with
- Backend & Platform: TypeScript, NestJS, Python
- Cloud & Infrastructure: AWS EKS, AWS Lambda, AWS Bedrock, AWS AgentCore
- Search & Retrieval: AWS OpenSearch
- Serverless Document & Data Processing: AWS Textract, DynamoDB, S3
- AI Evaluation & Observability: LangFuse, LangSmith (or equivalent)
- AI-assisted development tools: GitHub Copilot, AWS Kiro
- Developer Tooling: GitHub, GitHub Actions, Nx Monorepo
- Collaboration: Jira, Confluence, Microsoft Teams, Outlook
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
- 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 professionals
- Budget for training, we want you to grow
- 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
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 such as health insurance and retirement plans.
- 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 collaborate, innovate, and build upon our existing suite of products with a customer-focused mindset to shape the future of audits, financial reporting, and financial data analytics.
With a recent strategic investment from Hg Capital in ****, Caseware is in its next major growth phase as we double down on people and products that have made Caseware successful to date.
Many Voices, One Team is a core value; we are dedicated to building teams as diverse as our customers in an equitable and inclusive way.
We welcome candidates of all backgrounds. If accommodations are needed or questions arise at any point during the application or interview process, please e-mail our People Operations team at ******.
Background Check
Candidates who receive an offer will need to complete a background check through Certn.co, which typically includes Identity Verification and Criminal Record Check.
Executives and Senior Managers will undergo a Soft Credit Check.
Candidates residing in the Netherlands and Germany are excluded from Certn.co background checks.
Security and Fraud
Caseware takes the security of candidates seriously. All legitimate communication from us will come from @caseware.com addresses and our open positions are listed on reputable job boards and on our website.
We will NEVER ask for payment or financial information. If you receive an unsolicited job offer, proceed with extreme caution.
