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Posted May 25, 2026

Lead AI & Data Scientist

Job Description: • Define and help execute Trustwell’s applied AI strategy across product, engineering, data, and internal business operations. • Lead the implementation of AI capabilities that are practical, measurable, secure, and aligned to business outcomes. • Establish AI governance practices, including usage policies, risk controls, evaluation standards, approval processes, and ongoing monitoring. • Partner with Engineering to design repeatable AI implementation patterns for LLMs, agents, retrieval-augmented generation, structured outputs, model evaluation, observability, and production operations. • Partner with Product to identify, evaluate, and prioritize AI-enabled product opportunities that improve customer value and operational efficiency. • Develop frameworks for assessing AI use cases, including feasibility, risk, data availability, implementation complexity, cost, and expected business impact. • Create and maintain standards for responsible AI usage, including data handling, prompt management, model selection, explainability, auditability, and human-in-the-loop controls. • Build and guide AI evaluation processes, including test datasets, regression testing, hallucination detection, quality scoring, accuracy measurement, and production feedback loops. • Help establish internal AI adoption processes, including development workflows, engineering enablement, training, approved tooling, and practical usage guidelines. • Work with Security, Legal, Compliance, and IT stakeholders to ensure AI implementations align with Trustwell’s data protection, privacy, contractual, and security obligations. • Analyze structured and unstructured data to identify opportunities for automation, prediction, classification, summarization, enrichment, and decision support. • Develop prototypes, proofs of concept, and production-ready analytical or AI workflows where appropriate. • Provide technical leadership on model selection, vendor evaluation, build-versus-buy decisions, AI cost management, and long-term platform strategy. • Collaborate with data engineering and application teams to improve data readiness, data quality, metadata, lineage, and retrieval strategies for AI-enabled systems. • Define metrics and reporting to measure AI adoption, performance, quality, cost, risk, and business impact. • Act as a trusted advisor and mentor to engineering, product, and business teams as they adopt AI responsibly and effectively. • Other duties as required. Requirements: • 8+ years of professional experience across data science, machine learning, AI engineering, data engineering, software engineering, or related technical disciplines, with demonstrated experience leading applied AI initiatives from concept through implementation. • Direct experience establishing or operating AI governance, evaluation, adoption, or production-readiness processes within an organization. • Hands-on experience implementing AI or machine learning capabilities in a production, enterprise, or customer-facing environment. • Strong understanding of modern AI technologies, including LLMs, embeddings, retrieval-augmented generation, prompt engineering, structured outputs, agentic workflows, and model evaluation. • Experience translating business problems into practical AI, data science, analytics, or automation solutions. • Ability to evaluate AI use cases based on business value, technical feasibility, data readiness, operational risk, and implementation cost. • Experience establishing responsible AI practices, including data privacy, security, bias awareness, explainability, human review, auditability, and acceptable use controls. • Strong analytical skills with the ability to work with structured and unstructured data. • Experience with Python and common data science, machine learning, or AI development libraries and frameworks. • Familiarity with APIs, cloud services, data pipelines, vector stores, and production software delivery practices. Benefits: • Full healthcare benefits, including medical, dental, and vision. • Supplemental benefits, including STD, LTD, HSA, 401k, etc. • Responsible Time Off (PTO) + Holiday Pay • Competitive Compensation + Bonus! • Excellent culture, growth opportunities, plus much more...