james.s.gill — James Singh
MBA, CEH·AI Customer Engineering & GenAI Security Leader·New York – Washington D.C. Metro Area
I'm on a mission to make frontier AI safe enough to run the world's most regulated businesses.
I'm an enterprise AI and security leader with 23+ years bridging frontier technology and the Fortune 500 customer. Today I'm a Managing Director at Microsoft, leading AI Security & Customer Engineering for financial capital markets — translating generative AI, LLM and AI-agent capabilities into secure, deployable enterprise architectures.
I advise engineering teams and C-suite stakeholders on Responsible AI, LLM security and GenAI adoption. In short: I connect what is possible with what is safe, compliant and enterprise ready.
What I work on
Core competencies
GenAI & LLMs
- Large Language Models
- RAG Architecture
- CNN/ANNs
- Embeddings
- Transformers
- AI Agents
- LLM Red-Teaming
- Prompt Engineering
- Model Governance
- Responsible AI (RAI)
- Microsoft Azure
- AWS
- GCP
- Sentinel
- Defender
- Copilot
AI & Cloud Security
- Adversarial Prompt-Injection Defense
- AI Attack-Surface Analysis
- Zero Trust
- Threat Intelligence
- Identity & Access Management
- Model Privacy & Fairness
Advisory & GTM
- Executive Briefings
- Solution Architecture
- Technical Discovery
- Requirements Gathering
- GTM Strategy
- POC Delivery
Selected work
Things I've built, led and written
A mix of security frameworks, frontier-model assessments, publications and the earlier chapters that shaped how I think. Select a tile for the full story.
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GenAI Security Frameworks for LLMs & Agents
Prompt-injection defense, RAG governance and red-teaming aligned to Microsoft RAI & MITRE ATLAS.
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Frontier Model Security Assessments
Evaluating Frontier Firm capabilities for Fortune 500 financial institutions via Claude Mythos, 'Daybreak', GPT-5.6 Cyber and MDASH.
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Pilot to Production at Scale
Moving LLM workflows, AI agents and Copilot from first pilot to sustained production across the customer lifecycle.
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Securing GenAI: Threat Vectors & Mitigation Strategies
White paper on the threats facing enterprise GenAI and the mitigations that hold up in production. LinkedIn, CY26.
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GenAI Regulations & Responsible AI Brief
Where GenAI regulation is heading and what Responsible AI means in practice. LinkedIn, CY26 — revised Aug 2026.
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Facial Emotion Recognition (MIT)
CNN transfer learning — ResNet, VGG16, EfficientNet — versus a custom 5-block CNN built from scratch.
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Account Prioritization & Reusable Playbooks
The operating model, reference architectures, evaluation methods and team metrics behind the work.
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Partner Customer Success Engineering
GSI and consulting-firm partnerships, NRR/CSAT/health/renewal forecasting and a codified success methodology.
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Unified Converged Communications Practice
Product strategy and delivery for large-scale enterprise communications platforms.
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Identity & Infrastructure Roots
Microsoft Solutions architecture at Dell, and the Department of Labor IDAM team at Internosis.
Experience
Twenty-three years, five chapters
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Nov 2019 – Present
Managing Director — AI Security & Customer Engineering (Enterprise GenAI)
Microsoft · New York, NY – Washington D.C. (Remote-Hybrid)
Building and leading the Financial Capital Markets Enterprise AI Security team; GenAI security frameworks for LLMs and AI agents on Azure; taking Fortune 500 financial institutions from first pilots to production at scale.
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Aug 2017 – Nov 2019
Director — AI Security & Customer Engineering
Microsoft · New York, NY
Built and led a customer success and engineering team supporting GSI and consulting-firm partnerships; owned NRR, CSAT, customer health and renewal forecasting; codified the success methodology.
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Oct 2011 – Aug 2017
Principal Product Manager — Unified Converged Communications Practice Lead
Microsoft · New York, NY
Owned product strategy for large-scale communications platforms and directed cross-functional teams from discovery through deployment.
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May 2006 – Sep 2011
U.S. Infrastructure Architect — Microsoft Solutions
Dell Global Practice Services (Consulting)
Architected Microsoft-based enterprise solutions across messaging, directory services and unified communications.
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Mar 2001 – May 2006
Principal Architect — U.S. Department of Labor (DOL)
Internosis Services Practice (Consulting)
Identity-centric enterprise solutions across directory services and metadirectory for the DOL IDAM team; led a team of six to eight engineers.
Background
Education & certifications
I came up through computer engineering and identity infrastructure, added finance along the way, and most recently went back to school for applied data science and machine learning at MIT.
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Graduate Program, Applied Data Science & Machine Learning
Massachusetts Institute of Technology (MIT)
Completed July 2026
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MBA, Finance
University of Massachusetts Lowell
2018 – 2021
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Bachelor of Computer Engineering
New York Institute of Technology, New York, NY
1998 – 2002
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Certified Ethical Hacker (CEH)
EC-Council
Issued 2020
Right now
Right now I'm…
Leading AI Security & Customer Engineering at Microsoft for financial capital markets — helping Fortune 500 financial institutions adopt GenAI, LLMs and AI agents on Azure Foundry without giving up on safety, compliance or control. I recently completed MIT's Applied Data Science & Machine Learning program, and I'm writing about GenAI security and regulation on LinkedIn.
If you're working on the hard part of enterprise AI — the part after the demo — I'd love to compare notes.