Note: The job is a remote job and is open to candidates in USA. Taxwell is a leading digital tax filing platform formed from the combination of Drake Software and TaxAct, aiming to provide easy-to-use tax preparation software. They are seeking a Principal AI Software Engineer to lead the design, development, and deployment of AI-powered systems that enhance internal operations and customer-facing products.
Responsibilities
- Design and build AI-powered tools that improve productivity across engineering and non-engineering teams (e.g., developer workflows, customer support tooling, tax development, operations, compliance, and analytics)
- Develop internal AI platforms, shared services, and reusable components that enable teams to safely and effectively build AI-powered applications
- Build and maintain retrieval-augmented generation (RAG) systems grounded in internal documentation, codebases, tax knowledge, and proprietary data
- Partner with DevOps, platform, and security teams to ensure AI systems are scalable, observable, secure, and compliant
- Embed AI capabilities into existing Taxwell products to improve accuracy, usability, personalization, and customer outcomes
- Architect and build new customer-facing products where AI is a core differentiator, not an add-on
- Work closely with product, design, and tax domain experts to translate real user problems into effective AI powered solutions
- Ensure AI features meet high standards for reliability, explainability, and trust—especially in a regulated domain like tax
- Design and implement agent-based systems using frameworks such as LangChain, LangGraph, ADK, or similar
- Evaluate and integrate commercial and open-source AI technologies, including frontier models and open-weight LLMs
- Establish best practices for prompt engineering, evaluation, monitoring, and continuous improvement of AI systems
- Influence AI architecture and technical direction across the organization through design review and hands-on collaboration
- Measure system effectiveness using telemetry, automated metrics, and qualitative feedback from internal and external users
Skills
- 10+ years of software engineering experience, including 3+ years' operating at a Principal- or Staff-level role
- Proven experience designing and deploying production AI systems used by real users
- Strong hands-on experience with LLM-enabled systems, including prompt engineering, RAG, and agent orchestration
- Proficiency in Python and/or TypeScript
- Experience integrating AI systems with real-world applications, workflows, and data sources
- Familiarity with vector databases and embedding techniques (e.g., Pinecone, FAISS, Chroma)
- Experience deploying and operating systems on AWS, GCP, or Azure
- Strong architectural judgment and the ability to balance experimentation with production rigor
- Experience building AI platforms or internal copilots used across multiple teams or departments
- Experience developing customer-facing AI products at scale
- Background in regulated industries such as fintech, tax, or healthcare
- Experience fine-tuning or customizing open-weight models (e.g., GPT-OSS-120B, Mistral 3, GLM-4.7)
Company Overview