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Diligent is seeking a hands-on Director of AI Software Engineering to lead and scale AI engineering efforts across their Governance, Risk, and Compliance (GRC) platform. 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 position. The ideal candidate is 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.
Key Responsibilities:
- Own delivery of AI-powered capabilities embedded directly into business unit workflows (risk analysis, compliance automation, reporting, due diligence)
- Partner with product, data, and platform teams to translate business problems into scalable AI systems
- Contribute hands-on to architecture, code reviews, and critical path implementation
- Prototype and validate new approaches (LLMs, agents, retrieval systems, classification pipelines)
- Set engineering standards for performance, reliability, and cost efficiency
- 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
- Deliver production-grade systems with clear prioritization across concurrent initiatives
- Act as a bridge between engineering and business stakeholders, articulating trade-offs and outcomes to senior leadership
Required Qualifications:
- 10+ years in software engineering with recent hands-on coding experience
- Demonstrated track record of shipping production systems at scale
- Experience with modern AI/ML systems (LLMs, NLP, search, data platforms)
- Strong backend engineering skills (Python, Java, or similar)
- Experience with distributed systems, APIs, and cloud platforms (AWS/GCP/Azure)
- Familiarity with modern AI stacks (vector search, embeddings, model serving, agent frameworks)
- Experience leading engineering teams while remaining technically engaged
- Ability to earn trust with senior engineers and challenge them constructively
- Strong communication skills; can simplify complex technical concepts for non-technical stakeholders
- Bias for action; thrives in fast-moving, ambiguous environments
- Focused on delivering measurable business impact
Nice to Have:
- Experience in GRC, fintech, or regulated environments
- Exposure to FedRAMP or similar compliance frameworks
- Background building AI-powered products (not just research)
