Jennifer D. D.

I provide experienced technical leadership without the commitment of a full-time executive.

AI/LLM ARCHITECTURE & ENGINEERING

Unlike consultants who focus solely on strategy, I bring the technical depth to design, evaluate, and guide implementation of sophisticated AI systems.

• Generative AI and large language models (LLMs)
• AI agents, agentic AI, and workflow orchestration
• Retrieval-Augmented Generation (RAG) and semantic search
• Enterprise knowledge systems and document intelligence
• Natural language processing (NLP) and machine learning
• LLM evaluation, validation, and reliability
• AI security, privacy, and governance
• Python, APIs, data pipelines, and distributed computing
• MLOps, LLMOps, and production AI architecture
• AI platform audits and architecture modernization

SELECTED RESULTS

$5M+ Annual Savings: Diagnosed a critical technical issue in a computer vision engagement, leading to more than $5 million in annual client savings.

Startup CTO Leadership: Served as CTO across three startup engagements, advising founders on technology strategy, architecture, product development, and technical execution.

Enterprise LLM Architecture: Designed a multi-stage LLM solution integrating evidence extraction, semantic clustering, ranking, validation, source tracking, and API delivery.

AI Advisory & Technical Audits: Delivered AI strategy consultations, platform assessments, private-SLM, LLM and frontier models advisory, conversational AI architecture, and technical due diligence.

Executive AI Education: Facilitate MIT Sloan's AI Strategy program for business leaders and previously taught deep learning and neural networks through Columbia University.

WHY CLIENTS WORK WITH ME

My Upwork feedback consistently highlights quality, clear communication, collaboration, professionalism, and solution-oriented thinking.

I bridge the gap between executive strategy and technical implementation. Sometimes the right solution is an enterprise AI platform. Sometimes it's a targeted automation, an architecture improvement, or a decision not to use AI at all.

Whether you're developing an AI strategy, seeking fractional CTO leadership, evaluating an AI investment, or building a complex LLM solution, I bring the strategic judgment and technical expertise to help you move forward.

Let's discuss your AI strategy, technology challenges, or next initiative.