Rakesh David

Chief AI Officer | AI Strategy Leader | Enterprise AI Transformation Executive

| LinkedIn

About

Visionary Chief AI Officer and AI Strategy Leader with over 20 years of experience driving enterprise-wide AI transformation, digital innovation, and measurable business outcomes. Proven expertise in defining AI roadmaps, building high-performance AI teams, and delivering production-ready AI solutions that generated significant ROI, including over $1M in annual savings and 35-70% performance improvements. Expertly navigates complex AI governance, GenAI implementations, and MLOps pipelines while ensuring stringent regulatory compliance across diverse sectors including healthcare, pharmaceuticals, sports, and technology.

Work Experience

Chief AI Officer (Part-Time)

Rivalista Inc.

Aug 2023 - Present

Led AI strategy and product innovation for an AI-driven sports engagement platform, aligning technology initiatives with core business objectives and growth targets.

  • Defined and executed a comprehensive AI strategy and market positioning, aligning AI initiatives with business objectives to drive growth for a sports technology platform.
  • Led development of LLM-powered chatbots and AI fan engagement models, achieving a 35% increase in user retention and directly contributing to platform monetization.
  • Architected robust AI governance frameworks for fan data personalization, ensuring privacy compliance and proactively mitigating model drift risks.
  • Spearheaded innovative AI products, including an Interactive AI Avatar and seasonal AI features, resulting in users spending over 60 minutes on the platform.

AI Strategy Consultant

Maslow AI

Jul 2020 - Present

Provided strategic AI consulting and transformation services to Fortune 500 and mid-market clients, focusing on AI adoption, governance, and operational efficiency.

  • Developed custom AI adoption frameworks for Fortune 500 and mid-market clients, aligning AI solutions with business goals to significantly enhance efficiency and profitability.
  • Designed and implemented AI governance models and responsible AI guidelines for healthcare and regulated industry clients, ensuring compliant AI deployments.
  • Led AI-driven process automation initiatives that optimized workflows and reduced operational costs by up to 40% across multiple client departments.
  • Orchestrated cross-functional AI training programs for executive teams and technical staff, covering AI opportunities, risk mitigation, and best practices for implementation.
  • Provided strategic advisory on GenAI integration, including LLM implementation, AI-powered knowledge management, and AI-enhanced decision support systems.

Strategic Technology Consultant

ARCO Construction

Jan 2022 - Oct 2022

Advised a $5B construction firm with 5,000 employees on AI-driven regulatory compliance and operational efficiency initiatives.

  • Designed and deployed AI-based knowledge automation solutions, reducing field employee training time by 50% through multilingual AI-powered content generation.
  • Implemented NLP-driven compliance monitoring systems to streamline regulatory adherence in construction workflows, ensuring OSHA and safety standard compliance.
  • Led stakeholder engagement workshops to align AI solutions with business goals, successfully securing C-suite buy-in for critical AI transformation initiatives.
  • Developed innovative deepfake technology applications for Spanish-language safety training, demonstrating advanced AI use cases in highly regulated environments.

Chief Technology and Product Officer

Highbrow

Dec 2018 - May 2021

Led product and technology strategy for an EdTech startup, pioneering early GenAI adoption and driving significant growth and market differentiation.

  • Pioneered early adoption of GPT-2 models for educational content generation, training custom models with scientific data to enhance content relevance and search ranking.
  • Managed a remote offshore team and a $450K budget, leading growth hacking initiatives and successful product rebranding strategies.
  • Achieved 70% growth in the first year through strategic AI-powered product repositioning and innovation roadmap execution.
  • Implemented AI-driven content optimization strategies that resulted in improved Google rankings and strong market differentiation within the competitive EdTech space.

Senior Program Manager

Expedia Group Inc.

Oct 2015 - Nov 2016

Managed large-scale AI-driven cloud migration and cost optimization initiatives for a Fortune 500 online travel company, enhancing system performance and efficiency.

  • Led AI-driven cloud migration initiatives, managing 15-20 global resources and a $10M budget, which reduced legacy system dependency and improved system uptime to 99.9%.
  • Spearheaded cost optimization strategies utilizing AI and data analytics, resulting in $1M in annual savings through strategic vendor contract renegotiations.
  • Successfully decommissioned 10,000 Windows 2003 servers in mission-critical systems, demonstrating extensive large-scale infrastructure transformation capabilities.
  • Advised executive leadership on AI strategy and risk mitigation, ensuring robust alignment with enterprise-wide digital transformation efforts.

Senior Architect and Project Manager

Axis Clinicals

Jan 2014 - Dec 2014

Managed IT infrastructure development for a $105.7M clinical trials firm, ensuring compliance with critical healthcare regulations and optimizing technology costs.

  • Built robust IT infrastructure for clinical trials, ensuring full compliance with FDA, DEA, and pharmaceutical regulations while managing an $850K budget.
  • Achieved 45% technology cost savings through strategic vendor contract renegotiations and the implementation of advanced cybersecurity best practices.
  • Established a high-performance recruitment program that successfully sourced onshore and offshore technical talent to support key AI and data initiatives.

Chief Information Officer

Aurobindo Pharma USA

Aug 2006 - Aug 2012

Established and led the IT department for a $100M pharmaceutical firm, ensuring regulatory compliance and driving operational excellence through technology innovation.

  • Established the first IT department, managing a $1.5M budget and 5 resources, implementing mission-critical platforms for pharmaceutical operations.
  • Ensured stringent regulatory compliance with FDA, DEA, and GMP standards while implementing AI-enhanced anomaly detection for manufacturing QA.
  • Launched internal innovation programs that consistently maintained 99% uptime and achieved zero security breaches through proactive threat identification.
  • Reduced project timelines and improved data tracking accuracy in drug development through AI-enhanced communication and workflow optimization.

Education

Information Systems

Osmania University

Computer Applications

Loyola Academy

Entrepreneurship Essentials

Harvard Business School Online

AI & Machine Learning: Building Data Science Solutions

MIT Professional Education

Innovation of Products and Services: Design Thinking

MIT/Emeritus

Skills

AI Strategy & Leadership

  • Enterprise AI Roadmap Development
  • AI Governance & Ethics Frameworks
  • Responsible AI Implementation
  • Strategic Planning & Execution
  • AI Team Building & Mentoring
  • Stakeholder Management
  • C-Suite Advisory
  • ROI-Driven Decision Making
  • Cross-Functional Program Management
  • Digital Transformation
  • Innovation & Product Development

Technical Expertise

  • GenAI & LLMs
  • Fine-tuning
  • RAG (Retrieval Augmented Generation)
  • Prompt Engineering
  • Cost/Performance Optimization
  • ML Frameworks
  • Python
  • PyTorch
  • TensorFlow
  • Scikit-learn
  • Hugging Face

MLOps & Infrastructure

  • Azure ML
  • AWS SageMaker
  • Vector Databases (Pinecone, Weaviate, FAISS, Quadrant)
  • Docker
  • Kubernetes
  • MLOps Pipelines

AI Tools & Models

  • LangChain
  • LangGraph
  • OpenAI APIs
  • GPT Models
  • Computer Vision (YOLO, OpenPose)

Compliance & Governance

  • HIPAA
  • GDPR
  • FDA
  • NIST AI RMF
  • Cybersecurity Best Practices

Data Tools

  • PostgreSQL
  • BigQuery
  • Apache Spark