Overview We are seeking a hands-on Director of AI Software Engineering to lead and scale AI engineering efforts supporting multiple business units across Governance, Risk, and Compliance (GRC). This role sits at the intersection of product delivery, platform evolution, and applied AI—driving real-world impact across core workflows. This is not a pure management role. We are looking for a builder who leads from the front, someone who has recently written production code, shipped systems end-to-end, and can operate comfortably in ambiguity while aligning teams and stakeholders. What You’ll Do Lead AI Engineering Across GRC Own delivery of AI-powered capabilities embedded directly into business unit workflows (e.g., risk analysis, compliance automation, reporting, due diligence) Partner with product, data, and platform teams to translate business problems into scalable AI systems Stay Hands-On Contribute to architecture, code reviews, and critical path implementation Prototype and validate new approaches (LLMs, agents, retrieval systems, classification pipelines, etc.) Set engineering standards for performance, reliability, and cost efficiency Build and Scale Teams Lead and mentor a high-performing team of AI/ML and software engineers Drive hiring, coaching, and career development Establish a culture of ownership, speed, and technical excellence Drive Execution Deliver production-grade systems—not experiments Balance speed with rigor (security, privacy, compliance) Operate across multiple concurrent initiatives with clear prioritization Communicate and Influence Act as a bridge between engineering and business stakeholders Clearly articulate trade-offs, risks, and outcomes to senior leadership Align cross-functional teams around shared goals and timelines What We’re Looking For Proven Builder 10+ years in software engineering, with recent hands-on coding experience Demonstrated track record of shipping production systems at scale Experience with modern
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Position Overview: As a Software Engineer II at Diligent, you’ll take on a hands-on technical role in building secure, scalable, and high-performing serverless microservices using TypeScript on AWS. You’ll contribute meaningfully to our mission of making governance effortless for our customers, working in a team of passionate and talented individuals that owns its services end to end—from architecture and implementation to monitoring and continuous improvements. This role is ideal for a mid-level engineer who writes solid code and embraces AI-powered tools to work smarter and faster. You’ll help shape architectural discussions, and scale modern development practices, including responsible use of AI in workflows. Key Responsibilities Design and implement secure, scalable, high-performing, yet simple solutions using AWS Serverless technology. These solutions should strive to be event-driven, highly observable, with infrastructure as code, and tightly leveraging AWS’s ecosystem of services. Optimize your development and delivery experience in order to maximize your team’s productivity and deploy continuously to production. Work in a collaborative environment where you regularly pair, plan, and execute tasks as a team and maintain a healthy development flow by adhering to Agile processes and driving iterative enhancements. Use AI tools to accelerate coding, debugging, testing, research, and code reviews, always validating outputs and applying judgment. Required Experience/Skills 3–5 years of professional software engineering experience in an agile, fast-paced environment. AI Tooling & Practices: Uses AI to boost productivity, skilled in prompt engineering, and evaluates AI outputs responsibly (bias, cost, ethics). Familiar with core AI concepts (tokens, context length, embeddings, hallucinations), understands high-level LLM behavior, and recognizes safe vs. unsafe use cases (privacy, security, fairness). Cloud & infrastructure basics: Hands-on with AWS ser
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