Principal AI Software Engineer

Role overview Set technical direction and build production AI systems that improve internal work, enhance existing customer products, and support new AI-centered offerings. This hands-on principal-level role combines architecture, implementation, and cross-team leadership, with a focus on making AI capabilities reliable, secure, measurable, and useful in a regulated tax setting.

Responsibilities - Create AI tools and shared platforms that help engineering, support, tax, compliance, operations, and analytics teams work more effectively. - Build and maintain retrieval-augmented generation systems grounded in internal documentation, code, domain knowledge, and proprietary data. - Add AI capabilities to existing products and develop new customer-facing products where AI is central to the experience. - Design and implement agent-based systems, and assess commercial and open-source models and tools. - Establish practices for prompting, evaluation, monitoring, and ongoing improvement; measure results with telemetry, automated metrics, and user feedback. - Work with product, design, domain, infrastructure, and security partners to deliver systems that are scalable, observable, secure, compliant, and trustworthy.

Requirements - At least 10 years of software engineering experience, including three or more years at Staff or Principal level. - Demonstrated experience designing and deploying production AI systems used by real users. - Strong practical experience with LLM applications, including prompt engineering, RAG, and agent orchestration. - Proficiency in Python and/or TypeScript, plus experience connecting AI systems to applications, workflows, and data sources. - Familiarity with vector databases and embeddings, and experience operating systems on AWS, GCP, or Azure. - Sound architectural judgment and the ability to balance experimentation with production quality.

Nice to have Experience building internal AI platforms or copilots, delivering customer-facing AI at scale, working in a regulated industry, or fine-tuning and customizing open-weight models.