Leena AI - Software Development Engineer - Test

About Leena AI: Leena AI is a leader in Agentic AI for the enterprise. We are building an iconic company, delivering AI Colleagues that transform back-office functions and accelerate the full promise of Generative AI - unlocking real productivity gains, cutting costs, and delighting employees at scale. Leena AI provides the most forward-looking, open, and scalable Agentic AI architecture for the enterprise - it empowers CIOs and CTOs to develop, deploy, and manage AI Colleagues for the back office at scale. Built with full governance, compliance, security, and auditability at its core. Leena AI integrates with 1000+ applications, including SAP, Salesforce, ServiceNow, Workday, and Microsoft Office 365. We are proud to be trusted by 500+ global enterprises and 20 million+ employees, including leading brands such as Nestlé, Puma, Coca-Cola, Sony, and Etihad Airways. Founded in 2018 and headquartered in New York, Leena AI has secured over $40M in financing from top-tier investors including Greycroft, Bessemer Venture Partners, B Capital, and Y Combinator. Role Overview: We are looking for a SDET / Automation QA Engineer to own quality for assigned product areas and help ensure reliable, high-quality releases. This role combines UI automation, AI/conversational testing, API testing, and enterprise integration testing. You will work closely with Product, Engineering, and Implementation teams to test complex workflows, identify edge cases, and build scalable automation and testing strategies. Key Responsibilities: - Own the overall quality for assigned projects, with a strong focus on conversational flows, agentic task execution, and resolution accuracy. - Build and maintain robust UI automation using Playwright and TypeScript - hands-on experience is a must. - Own end-to-end UI automation and continuously expand automated test coverage into CI/CD to enable predictable, high-quality releases. - Perform adversarial and AI testing, including: 1. Prompt injection 2. Off-topic and out-of-scope queries 3. Ambiguous inputs 4. PII and sensitive-data leakage - Design and execute integration testing across multiple third-party enterprise systems such as Workday, SAP, Oracle, ServiceNow, and other HRIS/ITSM platforms. - Validate end-to-end business processes, integrations, and enterprise edge cases across interconnected systems. - Build and strengthen API testing practices using tools such as Postman and Rest Assured. - Test authentication and integration flows including OAuth, SAML/SSO, and webhooks. - Partner closely with Product, Engineering, and Implementation teams to translate complex business workflows into comprehensive, product-minded test strategies. - Identify quality risks early and drive improvements in test coverage, automation, and release confidence. Requirements: - 3+ years of experience in QA, Test Engineering, or SDET roles. - Prior hands-on experience testing chatbots, voice assistants, copilots, conversational AI, or similar AI-driven products. - Strong understanding and hands-on experience with AI/adversarial testing, including prompt injection, ambiguous inputs, off-topic queries, and PII/sensitive-data leakage. - Strong hands-on experience with Playwright and TypeScript for UI automation. - Deep experience in end-to-end integration testing across interconnected enterprise systems. - Experience testing platforms such as Workday, SAP, Oracle, ServiceNow, HRIS, or ITSM systems is highly valuable. - Solid API testing experience using Postman and/or Rest Assured. - Working knowledge of OAuth, SAML/SSO, and webhooks. - Experience integrating automated tests into CI/CD pipelines. - Strong understanding of end-to-end testing methodologies and automation best practices. - Strong communication and collaboration skills, with the ability to work effectively across Product, Engineering, and Implementation teams. - A product and enterprise-workflow mindset, with the ability to navigate ambiguity and independently identify potential quality risks.