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!
Why This Role Matters As a leader in cloud-native SaaS, we are accelerating our shift to an AI-first future—embedding generative AI and autonomous agents across our platform to deliver smarter, faster user experiences. We are on the lookout for a visionary AI Test Architect to build the next-generation "Quality Intelligence" platform: one that leverages generative AI for automated test creation, self-healing execution, predictive defect analytics, and rigorous validation of our AI features built inhouse for our global audience.
As our foundational AI Test Architect, you'll design scalable, ethical frameworks that ensure reliability, safety, and compliance while accelerating release velocity (targeting 30-50% faster cycles through AI-augmented testing). Your work will reduce risk in production AI agents, minimize hallucinations/bias/security exposures, and empower the entire engineering organization to adopt AI-augmented quality practices that supplement traditional mature frameworks we have. This high-impact role sits at the intersection of Platform Engineering, AI, and Quality—shaping how we build trustworthy intelligence at scale.
📍 Location: This is a fully remote position located in Colombia.
You will be reporting to:
Contact:
What You’ll Be Doing
- 1.AI-Driven Quality Strategy & Architecture
- Architect a comprehensive "Quality Intelligence" platform using generative AI to predict defect hotspots, intelligently optimize regression suites, auto-generate tests, and enable self-healing automation.
- Define enterprise-wide AI-first testing strategy, including non-deterministic evaluation paradigms, continuous monitoring for drift/hallucination, and integration across the full SDLC.
- Establish governance for ethical AI testing, aligning with emerging standards
- 2.LLM & Agent Evaluation Frameworks
- Design and implement advanced benchmarks, red teaming protocols, and adversarial testing for internal AI agents and generative features—focusing on hallucination rates, bias/fairness, prompt injection, jailbreaks, and goal misalignment.
- Build evaluation pipelines with statistical rigor (e.g., multi-trial runs, LLM-as-judge, human-in-the-loop) using tools like LangFuse, LangSmith, DeepEval, RAGAS, or Arize Phoenix for metrics such as faithfulness, context precision, and safety compliance.
- Architect harnesses for agentic workflows, tool-calling, planning, multi-agent simulations, and post-deployment observability.
- 3.Infrastructure & Automation Architecture
- Partner with DevOps to embed AI-based testing into GitHub-based CI/CD pipelines (e.g., AI-generated tests, predictive flakiness detection, automated gating with quality signals).
- Lead design of self-healing test frameworks (integrating AI plugins with Playwright/Cypress or similar) that adapt to UI/model changes with minimal maintenance.
- Architect synthetic data generation, maintain golden data-sets and AI-powered data masking solutions to enable privacy-compliant, high-fidelity testing at scale.
- 4.Cross-Functional Leadership & Evangelism
- Collaborate with product, data science, ML engineering, and security teams to influence AI feature design with quality guardrails from day one.
- Evangelize and mentor: Upskill traditional QA engineers into AI-augmented testers through workshops, playbooks, and communities of practice.
- Drive adoption of AI quality best practices organization-wide, including metrics dashboards for DORA + AI-specific indicators (e.g., hallucination rate, red team success rate, self-healing coverage).
- 5.Observability, Metrics & Continuous Evolution
- Define and implement AI-specific quality telemetry (e.g., drift detection, faithfulness scoring, compliance incidents) integrated with tools like Langfuse.
- Establish feedback loops for model iteration, A/B testing guardrails, and proactive risk mitigation in production.
Challenges You'll Architect Solutions For
- Building reliable evaluation for non-deterministic, agentic AI in a fast-moving SaaS landscape.
- Scaling self-healing and generative test automation without introducing new flakiness or security debt.
- Balancing innovation speed with rigorous red teaming and ethical safeguards for customer-facing AI.
Success in the First 6-12 Months
- Launch the "Quality Intelligence" platform foundation with AI-augmented pipelines covering > 70%+ of critical paths.
- Establish red teaming/red-teaming-as-code processes that reduce high-severity AI risks by > 40%+.
- Upskill > 50%+ of QA/engineering teams on AI testing fundamentals and deliver measurable velocity/safety gains.
- Accuracy Baseline: Establish a baseline 90%+ Faithfulness score for all RAG-powered features.
What You Will Bring
- 8+ years in Quality Engineering/Test Architecture within cloud-native SaaS environments, with 2+ years focused on AI/ML/LLM testing and validation.
- Deep expertise in AWS (serverless, microservices, IaC with Terraform/CloudFormation) and GitHub CI/CD ecosystems.
- Proficiency architecting LLM-based applications and testing frameworks (LangChain/LangGraph/LangSmith strongly preferred; equivalents acceptable).
- Mastery of modern automation (Playwright, Cypress) with hands-on experience integrating self-healing AI plugins or generative test tools.
- Strong programming skills in JavaScript/TypeScript and/or Python; solid understanding of foundational AI concepts (transformers, embeddings, RAG, evaluation trade-offs).
- Experience with LLM evaluation tools like Bedrock Evaluations, Prompt Management, Guardrails, DeepEval, RAGAS, Arize Phoenix, Langfuse.
- Experience with Red teaming frameworks/tools (Cobalt Strike, Sliver, Nmap) and knowledge of adversarial testing methodologies is a bonus.
- Proven leadership: Mentoring teams, defining standards, and driving cross-functional change in ambiguous, high-growth settings.
- Bachelor's/Master's in Computer Science, AI/ML, or equivalent; relevant certifications a strong plus.
- Strong English language communication and collaboration skills
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 a highly experienced professional
- 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 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
Security and Fraud:
Caseware takes the security of candidates seriously. All legitimate communication from us will come from email addresses ending in @caseware.com and our open positions are always listed on reputable job boards and on our website https://jobs.lever.co/caseware. We will NEVER ask for payment or financial information from you. If you receive an unsolicited job offer, proceed with extreme caution.
